Preparative Synthesis via Continuous Flow of 4,4,5,5-Tetramethyl- 2-(3-trimethylsilyl-2-propynyl)-1,3,2-dioxaborolane: A General Propargylation Reagent

 

Daniel R. Fandrick,*,† Frank Roschangar,† Chunyoung Kim,‡ Byoung J. Hahm,‡ Myoung H. Cha,‡
Hyoun Y. Kim,‡ Gyesang Yoo,‡ Taeyun Kim,‡ Jonathan T. Reeves,† Jinhua J. Song,† Zhulin Tan,† Bo Qu,†
Nizar Haddad,† Sherry Shen,† Nelu Grinberg,† Heewon Lee,† Nathan Yee,† and Chris H. Senanayake†

Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., 900 Ridgebury Road/PO Box 368, Ridgefield, Connecticut,
06877-0368, United States
‡
Department of Process R&D Lab, SK Holdings, 140-1 Wonchon-dong, Yuseong-gu, Daejeon 305-712, Korea

 

 

INTRODUCTION
Organoboronic acids and esters are valuable synthetic building blocks. Recently, propargyl borolane 1, 4,4,5,5-tetramethyl-2-(3-trimethylsilyl-2-propynyl)-1,3,2-dioxaborolane,2 demonstrated significant utility as a versatile reagent for the site-selective propargylations of carbonyl and imine species (Scheme 1). For example, the zinc-catalyzed propargylation of aldehydes and ketones with borolane 1 provided an operationally simple process for the synthesis of homopropargylic alcohols.3 Additionally, chiral homopropargyl amines were readily accessed through the highly diastereoselective zinc-catalyzed propargylation of tert-butanesulfinimines.4 Through the proper choice of ligands, the copper-catalyzed asymmetric propargylation of aldehydes and ketones was also demonstrated with remarkable functional group tolerance and scope. Alternatively, conversion of the propargyl boronate to the diethanolamine derivative provided facile access to allenyl halides.7 Synthesis of organoboronate esters may involve the addition of a Grignard reagent to a trialkoxyborate wherein formation of the “ate” intermediate prevents polyalkylation, thereby affording reasonable to high
yields for the respective organoborolane.8 Hoffmann and coworkers employed such a strategy for the synthesis of propargyl borolane 1 with an allenyl Grignard reagent generated from a propargyl bromide (Scheme 2).9 Although the process provided a gram-scale synthesis of the key borolane, the use of the shocksensitive propargyl bromide10 and exothermic, dissolving-metal reduction presents safety and engineering issues that limit the rapid implementation into a pilot plant. Furthermore, the necessary propargyl bromide required either the TMS protection of a propargyl bromide11 or a sequential TMS protection and substitution of a propargyl alcohol to the bromide intermediate.12 Alternatively, a Matteson homologation approach has also been pursued for the preparation of propargyl boronates through the iodomethyl pinacol borate intermediate.13 Direct utilization of trimethylsilylpropyne for the substitution with a borate circumvents the multistep synthesis and purification of a halide
intermediate, thereby affording a more cost-effective approach towards the valuable reagent. Herein, we report the multikilogram synthesis of the propargyl borolane 1 through the use of a continuous-flow process from trimethylsilylpropyne and isopropyl pinacol borate.

 

RESULTS AND DISCUSSION
Initial experiments toward borolane 1 were based on the site selective functionalization of trialkylsilylpropynes through the lithiated species 14 by Corey and Kirst14 and related addition of lithiated trialkylsilylpropynes to trialkylboranes.15 NMR and IR characterization of the lithiated propyne by Reich et al. showed a rapid equilibration between the allenyl and propargyl lithium species wherein the allenyl derivate 14b was favored.16 Due to the trimethylsilyl substituent, reactions with this organolithium mixture typically strongly favor the acetylenic product.14,15 Direct addition of the borate 11 to an in situ generated lithiated propyne 14 afforded the borolane 1 in <30% yield. Reversing the addition by charging a solution of lithiated propyne 14 to a solution of borate 11 at
25
C furnished a reasonable yield of borolane 1 after an aqueous workup (Figure 1). Employing an azeotropic distillation to dry the wet organic layer, typical for production processes, with heptane resulted in significant decomposition and a low yield. Borolane 1 showed reasonable thermal stability17 but demonstrated susceptibility to protonolysis under control experiments with protic solvents such as isopropanol, that provides a rationalization for the limited stability Although laboratory batches can be readily prepared through workup with a solid desiccant, the use of this technique in production dramatically increases operational costs due to the time-consuming nature of the operation.18 Accordingly, a nonaqueous workup was pursued.19 The process required the formal removal of lithium isopropoxide from the borolane “ate”
intermediate 15 (Figure 2). To facilitate the workup, the byproducts from the quench should be readily removed by filtration or have a relatively low boiling point to allow removal during the solvent distillation. Accordingly, quenching the reaction with acetic acid, acetyl chloride,20 methyl iodide and trimethylsilyl chloride21 were examined (Table 1). Although an acetic acid quench afforded a reasonable yield on a 10-g scale, the yield was significantly affected by the batch size. Alternatively, quenching the process with acetyl chloride provided a consistent high yield for the borolane 1. The workup using acetyl chloride simply required a solvent switch to heptane, filtration to remove lithium chloride, and concentration to remove the excess solvent and the isopropyl acetate byproduct.22 Furthermore, the batch after the quench with acetyl chloride can be held at ambient temperature for up to 2 days with no noticeable impact on the yield.

 

Although a scalable workup for the preparation of borolane 1 was established, the yield was significantly impacted by the batch size. Control experiments revealed a significant effect of the addition time for the charge of the in situ generated lithiated propyne 14 to the borate required to maintain the batch temperature between
15 to
25
C (Table 2). While a rapid addition in 15 min provided a 78% yield, increasing the addition to an hour dramatically lowered the yield to <50%.

 

Under identical conditions with 150 g batches wherein the addition time was increased from 0.75 to 1.0 h a reduction in the yield from 57 to 48% (entries 3 and 4) was demonstrated. Cooling capacity of pilot-plant reactors vary considerably and slightly exothermic additions in typical production facilities at
15 to
25
C can require several hours. Accordingly, only low to moderate yields are expected for the current process in production.

 

A reasonable rationalization for the effect of the addition time on the yield for the charge of lithiated trimethylsilylpropyne to isopropyl pinacol borate relates to the limited stabilities of the borolane “ate” intermediates and associated equilibration. After the organometallic addition to the borate, a minimal effect on the yield was observed when the batch was held at
25
C for up to 2 h. Therefore, the addition time effect must affect the quality of the lithiated propyne or reaction mixture during partial conversion due to increasing the time with which each is held at
25
C throughout the addition.

 

Although the lithiated propyne has limited stability at
5
C, a nearly quantitative yield for the addition to p-anisaldehyde was obtained after holding the lithiated reagent for 2 h at the reaction temperature of
25
C (Figure 3). Accordingly, the reduced yield due to the increased addition time is not due to decomposition of the lithiated propyne. Alternatively, organoborone “ate” intermediates derived from the addition with an organolithium reagent are known to dissociate a lithium alkoxide ligand and can lead to polyalkylation.19,23 Accordingly, the prolonged addition time increases the time when the borolane “ate” intermediate 15 is exposed to the starting borate which due to the dissociation can reasonably enable a borolane “ate” equilibration and generation of the bis-isopropoxyborolane “ate” byproduct 17 (Scheme 3). The dissociation and equilibration then establishes a competition for addition to the starting borate 11 and product propargyl borolane 1 upon additional charge of the
lithiated propyne to further reduce the yield for the desired product by formation of the byproduct 16. Complicating the mechanistic analysis is the observation that the starting borate 11 as a solution in THF oligomerizes into a gel upon addition of lithium isopropoxide at the reaction temperature.24 This oligomerization prevents direct observation of the borolane“ate” intermediates and byproducts and may also promote the decomposition of the desired product 1 to further contribute to the reduced yield with prolonged additions. The borolane“ate” intermediates are typically stabilized with lower reaction temperatures,19,21,23 but only a marginal improvement in yield to 65% from 57% was obtained by conducting the addition at
60
C with a 45-min addition (eq 2). Due to the variable yields with different addition times and the decreased efficiency to remove heat from a batch with increasing batch size,18 the batch process for the preparation of propargyl borolane 1 is unlikely to afford reproducible and reasonable yields upon scale.

The formation of organoborolanes typically involves the addition of an organolithium or Grignard reagent to a trialkoxyborate.8 Lithium and magnesium cations are expected to excerpt different complexations and stabilities between the organotrialkoxyborate and alkoxide intermediates encountered in the batch process.19 Accordingly, the equilibrium between the intermediate organotrialkoxyborate and organoborolane intermediates encountered during a batch process should be dependent on the countercations utilized in the process. In an effort to shift the equilibrium towards the “ate” intermediate for a batch process (Scheme 3),19,23 the additive magnesium chloride was included to the isopropyl pinacol borate solution prior to the addition of the in situ generated lithiated propyne 14a
b. The additive magnesium chloride, albeit poorly soluble in the reaction system, appeared to significantly reduce the yield dependence on the addition time of the lithiate propyne to the borate (Table 3).

 

The yield minimally decreased from 78% to 72% upon increasing the addition time from 0.5 to 2 h. However, when the modified batch process with magnesium chloride was demonstrated on a kilogram scale, the yield decreased to 64% with a 30-min addition in comparison to a 78% yield for a 30 min addition on a 182-g scale (entries 1 and 2). In addition to this drop in yield upon scale-up, the process also presented operational challenges for production. The magnesium chloride additive increased the mass balance for the process and was observed to significantly increase the filtration time for removal of the salts during the workup. These complications and reduced yield upon scale-up presented reasonable concerns to implement the modified batch process with magnesium chloride on a pilot-plant scale.
Continuous-flow processes have gained popularity in chemical production due to the ability to mitigate safety hazards, to prepare unstable compounds or intermediates, localize physical effects, and achieve maximum productivity by achieving optimal reaction conditions.18 Preparation of the propargyl borolane 1 through a continuous-flow process would eliminate the addition time effect observed in a batch process by employing the simultaneous addition of the lithiated propyne 14 and starting borate 11. This process was designed in three phases (Figure 4). The first phase generates the lithiated propyne
14 by a continuous stream of a THF solution of the starting trimethylsilylpropyne 12 with n-butyllithium. A delay loop was installed after the mixture to allow for adequate time for complete lithiation and minimize the formation of the butyl borolane byproduct 18 (eq 3). The second phase conducts the coupling with another delay loop to allow sufficient time for the reaction followed by the quench with acetyl chloride and deposit into a collection vessel.

 

Optimization of the continuous-flow process focused on reagent stoichiometry, delay loop retention times and respective temperatures. The baseline process utilized a
5
C bath with 1.13 equiv of n-BuLi, 1.07 equiv of starting propyne 12, 1.13 equiv of acetyl chloride and a retention time of 61 s for the lithiation and 21 s for the coupling. In contrast to a batch process wherein a slight excess of the lithiated propyne was utilized to compensate for the decomposition pathways, the optimal stoichiometry for a continuous-flow process was the desired 1 equiv of lithiated propyne and 1 equiv of acetyl chloride to starting borate 11 (Table 4). The reaction temperatures and retention times for the lithiation and coupling were subsequently optimized (Table 5). Complete lithiation of trimethylsilylpropyne as indicated by <0.5 A% butyl adduct formation was achieved with a lithiation temperature of 5
C and a retention time of 40 s. The optimal conditions for the coupling utilized a 21 s delay loop at
5
C before the acetyl chloride quench at the same temperature. After the quench, the reaction mixture can be held in the collection vessel for up to 24 h at
5
C. The lab-scale continuous-flow process on a 50
100-g scale afforded a consistent 64
70% yield for the propargyl borolane 1 before distillation and after workup to remove the salts and solvents.

 

After preparation of the borolane 1 through a continuous-flow process, the crude material was purified by distillation. The crude material from the continuous-flow reaction was mixed with heptane to precipitate the salts (LiCl), filtered, and the filtrate concentrated to remove the majority of the solvents. For smaller batches (<10 kg), a batch distillation was employed. The filtrate from the filtration was distilled through a short path distillation apparatus to remove the heavy impurities and distillation through a fractional distillation column provided the borolane 1 in >95 A% (GC-FID) and 88 wt % with an
82% distillation recovery (Figure 5). For production batches (>10 kg), pot distillation was not practical and exposes the product to prolonged heating due to the time required to distill the large volumes.

 

Accordingly, a continuous distillation process was developed with a series of thin film distillation apparatuses to provide the propargyl borolane with reproducible quality (Figure 6). Due to the large capacity of the continuous distillation equipment, hold up loss was inevitable with larger losses with smaller batches. Distillation of the largest batch (∼200 kg) afforded a 70% recovery, and larger batches
are expected to yield better recoveries. The continuous-flow process for the preparation of borolane 1 reproduced well from lab scale to production to afford an average yield of 64
75% after workup to remove the salts and most of the solvents (Table 6). Due to the hold-up loss in the continuous distillation process and relatively small batches in relation to the equipment design, a moderate distillation recovery was obtained in the production batches that were ∼100 kg. Overall, the continuous-flow process and distillation produced 318 kg of the propargyl borolane 1 in >91 wt % purity (297 kg at 100 wt %).

 

CONCLUSIONS
In conclusion, an efficient process for the production of 4,4,5,5-tetramethyl-2-(3-trimethylsilyl-2-propynyl)-1,3,2-dioxaborolane from trimethylsilylpropyne, n-butyllithium, and isopropyl pinacol borate was developed. The development of a nonaqueous continuous-flow process circumvented the issues with borolane “ate” intermediate equilibration and protonolysis associated with a batch process, and typical aqueous workup afforded over 300 kg of the propargylation reagent. Due to the synthetic value of organoboronic esters in process chemistry, continuous-flow technologies that provide a robust process for the production of these valuable yet often relatively unstable reagents are of significant utility.

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5-[(3,5-Dimethyl-1h-pyrazol-4-yl)methyl]-2-furoic acid Catalog No.:AA00H9VG CAS No.:1030605-63-0 MDL No.:MFCD06589836 MF:C11H12N2O3 MW:220.2246	1-(4-Fluorobenzyl)piperidine-2-carboxylic acid Catalog No.:AA008SG6 CAS No.:1030610-75-3 MDL No.:MFCD05174530 MF:C13H16FNO2 MW:237.2700
MK8245 Catalog No.:AA008TFH CAS No.:1030612-90-8 MDL No.:MFCD20039622 MF:C17H16BrFN6O4 MW:467.2491	Ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate Catalog No.:AA00862F CAS No.:1030613-07-0 MDL No.:MFCD12165919 MF:C5H5BrN2O2S MW:237.0744
3-Bromo-4,5-dihydroisoxazole-5-carboxylic acid amide Catalog No.:AA008TVT CAS No.:1030613-69-4 MDL No.:MFCD11707008 MF:C4H5BrN2O2 MW:192.9987	2-{[(5E)-5-[(2H-1,3-benzodioxol-5-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl]amino}-3-methylbutanoic acid Catalog No.:AA00IU2X CAS No.:1030620-44-0 MDL No.:MFCD03848540 MF:C16H16N2O5S MW:348.3736
1'-Methyl-1H,1'H-[3,4'-bipyrazole]-5-carboxylic acid Catalog No.:AA01EB6Z CAS No.:1030620-65-5 MDL No.:MFCD06589851 MF:C8H8N4O2 MW:192.1747	2-amino-3-{[(3-methoxyphenyl)methyl]sulfanyl}propanoic acid Catalog No.:AA01ELJP CAS No.:1030621-97-6 MDL No.:MFCD09936092 MF:C11H15NO3S MW:241.3067
3-(3-(2,5-Dimethyl-1H-pyrrol-1-yl)thiophen-2-yl)-1H-pyrazol-5-amine Catalog No.:AA00IYCQ CAS No.:1030622-14-0 MDL No.:MFCD02661683 MF:C13H14N4S MW:258.3421	Lorcaserin iMpurity D Catalog No.:AA0091TG CAS No.:1030624-36-2 MDL No.:MFCD11938398 MF:C11H14ClNO2 MW:227.6874
3-{4-[5-(4-chlorophenyl)-1H-pyrazol-3-yl]piperidin-1-yl}-1,1,1-trifluoropropan-2-ol Catalog No.:AA00IT0O CAS No.:1030625-58-1 MDL No.:MFCD05668942 MF:C17H19ClF3N3O MW:373.8005	1-(4-Nitrophenyl)-4-propylpiperazine Catalog No.:AA00943V CAS No.:1030627-12-3 MDL No.:MFCD02250946 MF:C13H19N3O2 MW:249.3089
Di-Tert-Butyl 3,3'-(2,7-Dibromo-9H-Fluorene-9,9-Diyl)Dipropanoate Catalog No.:AA01DGZX CAS No.:1030632-69-9 MDL No.:MFCD30471986 MF:C27H32Br2O4 MW:580.3486	5-Ethyl-2-(trifluoromethyl)pyridine Catalog No.:AA00H9VI CAS No.:1030632-94-0 MDL No.:MFCD19689817 MF:C8H8F3N MW:175.1510
(R)-2-Aminohex-5-enoic acid Catalog No.:AA008Z6J CAS No.:103067-78-3 MDL No.:MFCD19204099 MF:C6H11NO2 MW:129.1570	1-Bromo-3,5-diphenylbenzene Catalog No.:AA008SC0 CAS No.:103068-20-8 MDL No.:MFCD00196170 MF:C18H13Br MW:309.1998
2-Fluororesorcinol Catalog No.:AA007I0M CAS No.:103068-40-2 MDL No.:MFCD09835187 MF:C6H5FO2 MW:128.1011	4-Fluororesorcinol Catalog No.:AA0033Y4 CAS No.:103068-41-3 MDL No.:MFCD03789074 MF:C6H5FO2 MW:128.1011
2-fluoro-5-[(3-methylphenyl)sulfamoyl]benzoic acid Catalog No.:AA01C4CW CAS No.:1030686-17-9 MDL No.:MFCD10592366 MF:C14H12FNO4S MW:309.3128	1-(2-Hydroxyethyl)-4-isopropylpiperazine Catalog No.:AA008SGY CAS No.:103069-50-7 MDL No.:MFCD06740831 MF:C9H20N2O MW:172.2679
5-[(3-bromophenyl)sulfamoyl]-2-fluorobenzoic acid Catalog No.:AA01C4EG CAS No.:1030694-72-4 MDL No.:MFCD10593020 MF:C13H9BrFNO4S MW:374.1823	2-fluoro-5-[(3-fluorophenyl)sulfamoyl]benzoic acid Catalog No.:AA01C4EF CAS No.:1030694-79-1 MDL No.:MFCD10593021 MF:C13H9F2NO4S MW:313.2767
3,3-dimethylbutane-1-sulfonyl chloride Catalog No.:AA019ST9 CAS No.:10307-18-3 MDL No.:MFCD12804988 MF:C6H13ClO2S MW:184.6842	1-[4-(4H-1,2,4-triazol-4-yl)phenyl]ethan-1-one Catalog No.:AA01AUHP CAS No.:1030702-48-7 MDL No.:MFCD23745054 MF:C10H9N3O MW:187.1980
3-[(5-Chloro-2-fluorophenyl)sulfamoyl]-4-methylbenzoic acid Catalog No.:AA019X3G CAS No.:1030709-48-8 MDL No.:MFCD10595447 MF:C14H11ClFNO4S MW:343.7578	Hydrazinecarboximidamide nitrate Catalog No.:AA003NR8 CAS No.:10308-82-4 MDL No.:MFCD00013174 MF:CH7N5O3 MW:137.0980
2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene Catalog No.:AA007I0E CAS No.:1030825-20-7 MDL No.:MFCD21496340 MF:C18H14BrFS MW:361.2712	OP-1118 Catalog No.:AA008WGU CAS No.:1030825-28-5 MDL No.: MF:C48H68Cl2O17 MW:987.9493
5-amino-3-[(4-fluoro-3-methylphenyl)amino]-1H-pyrazole-4-carbonitrile Catalog No.:AA00IT72 CAS No.:1030827-94-1 MDL No.:MFCD05670362 MF:C11H10FN5 MW:231.2290	[2-(propan-2-ylsulfanyl)pyridin-3-yl]methanol Catalog No.:AA00IXHS CAS No.:1030829-17-4 MDL No.:MFCD28337491 MF:C9H13NOS MW:183.2706
1-(3-Chloro-2-fluorophenyl)biguanide, HCl Catalog No.:AA009MFX CAS No.:1030829-65-2 MDL No.:MFCD03094446 MF:C8H10Cl2FN5 MW:266.1029	1-(3,5-Difluorophenyl)biguanide, HCl Catalog No.:AA00H9VN CAS No.:1030829-66-3 MDL No.:MFCD03094447 MF:C8H10ClF2N5 MW:249.6483
2-Bromomethyl-4-cyanophenylboronic acid pinacol ester Catalog No.:AA00H9VO CAS No.:1030832-26-8 MDL No.:MFCD22494888 MF:C14H17BBrNO2 MW:322.0053	5-Fluoro-2-methylphenylboronic acid pinacol ester Catalog No.:AA009042 CAS No.:1030832-38-2 MDL No.:MFCD18729893 MF:C13H18BFO2 MW:236.0902
2-(Bromomethyl)-5-fluorophenylboronic acid, pinacol ester Catalog No.:AA007I0D CAS No.:1030832-39-3 MDL No.:MFCD18434453 MF:C13H17BBrFO2 MW:314.9863	2-Bromomethyl-4-trifluoromethylphenylboronic acid, pinacol ester Catalog No.:AA00H9VP CAS No.:1030832-46-2 MDL No.:MFCD08689546 MF:C14H17BBrF3O2 MW:364.9938
2-(Bromomethyl)-3,4-dichlorophenylboronic acid, pinacol ester Catalog No.:AA00H9VQ CAS No.:1030832-48-4 MDL No.:MFCD22493600 MF:C13H16BBrCl2O2 MW:365.8859	2-(2-(bromomethyl)-3,5-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Catalog No.:AA01EH2Y CAS No.:1030832-50-8 MDL No.:MFCD22493547 MF:C13H16BBrCl2O2 MW:365.8859
4-Chloro-2-methylphenylboronic acid pinacol ester Catalog No.:AA00944Q CAS No.:1030832-75-7 MDL No.:MFCD18729895 MF:C13H18BClO2 MW:252.5448	AS2034178 Catalog No.:AA01DZBF CAS No.:1030846-42-4 MDL No.:MFCD28133388 MF:C27H29FN2O3 MW:448.5292
tert-butyl 7-(hydroxymethyl)-2,3-dihydro-1H-indole-1-carboxylate Catalog No.:AA01C3FC CAS No.:1030846-88-8 MDL No.:MFCD13183508 MF:C14H19NO3 MW:249.3056	methyl 8-methyl-1,2,3,4-tetrahydroquinoline-5-carboxylate Catalog No.:AA01BS17 CAS No.:1030848-28-2 MDL No.:MFCD24614325 MF:C12H15NO2 MW:205.2530
2-{4-[5-(4-chlorophenyl)-1H-pyrazol-3-yl]piperidin-1-yl}-3-nitropyridine Catalog No.:AA00IZ49 CAS No.:1030856-25-7 MDL No.:MFCD05668939 MF:C19H18ClN5O2 MW:383.8315	(3,5-Dibromophenyl)triphenylsilane Catalog No.:AA00IME1 CAS No.:1030856-97-3 MDL No.:MFCD30742902 MF:C24H18Br2Si MW:494.2932
N-Cyclopentyl 2-(BOC-amino)propanamide Catalog No.:AA009485 CAS No.:1030879-73-2 MDL No.:MFCD09813598 MF:C13H24N2O3 MW:256.3413	(Butylthio)acetic acid methyl ester Catalog No.:AA009N48 CAS No.:10309-14-5 MDL No.:MFCD12144348 MF:C7H14O2S MW:162.2499
3,3-Dimethyl-2-methylenebicyclo[2.2.1]heptane-1-carboxylic acid Catalog No.:AA00861Y CAS No.:10309-20-3 MDL No.:MFCD06799423 MF:C11H16O2 MW:180.2435	Bakuchiol Catalog No.:AA0033Q1 CAS No.:10309-37-2 MDL No.:MFCD01707441 MF:C18H24O MW:256.3826
1-Benzyl-2-methylhydrazine Catalog No.:AA007Y39 CAS No.:10309-79-2 MDL No.:MFCD01722687 MF:C8H12N2 MW:136.1943	2-(1H-1,2,4-Triazol-1-yl)pyridin-3-amine Catalog No.:AA018FJQ CAS No.:103092-75-7 MDL No.:MFCD08700181 MF:C7H7N5 MW:161.1640
4-Ethyl-n-(propan-2-yl)aniline Catalog No.:AA01AXD1 CAS No.:103093-97-6 MDL No.:MFCD11146067 MF:C11H17N MW:163.2594	LOSARTAN-D4 Catalog No.:AA008TJJ CAS No.:1030937-27-9 MDL No.:MFCD08063457 MF:C22H19ClD4N6O MW:426.9353
3-nitro-2-{4-[5-(thiophen-2-yl)-1H-pyrazol-3-yl]piperidin-1-yl}pyridine Catalog No.:AA00ISFT CAS No.:1030937-65-5 MDL No.:MFCD05256355 MF:C17H17N5O2S MW:355.4142	PENTANENITRILE-D9 Catalog No.:AA008SW0 CAS No.:1030939-70-8 MDL No.:MFCD03428148 MF:C5D9N MW:92.1871
7-Bromo-3-methylquinoxalin-2(1H)-one Catalog No.:AA00H9VS CAS No.:103095-19-8 MDL No.:MFCD14859917 MF:C9H7BrN2O MW:239.0687	4-Ethoxy-5-methoxy-2-nitrobenzoic acid Catalog No.:AA007I07 CAS No.:103095-48-3 MDL No.:MFCD07339246 MF:C10H11NO6 MW:241.1974
3-methyl-1-phenyl-1H-pyrazol-4-amine Catalog No.:AA01A5RN CAS No.:103095-51-8 MDL No.:MFCD20691037 MF:C10H11N3 MW:173.2144	1H-Pyrazol-4-amine, 5-methyl-1-phenyl- Catalog No.:AA00860L CAS No.:103095-52-9 MDL No.:MFCD16042711 MF:C10H11N3 MW:173.2144
4-methyl-1-phenyl-1H-pyrazol-5-amine Catalog No.:AA019YUT CAS No.:103095-53-0 MDL No.:MFCD14657258 MF:C10H11N3 MW:173.2144	methyl 3-(3-aminophenyl)propanoate hydrochloride Catalog No.:AA009K3L CAS No.:103096-02-2 MDL No.:MFCD29050458 MF:C10H14ClNO2 MW:215.6767
Benzenepropanoic acid, 4-amino-a-methyl- Catalog No.:AA01A65T CAS No.:103096-03-3 MDL No.:MFCD20639588 MF:C10H13NO2 MW:179.2157	1-Benzimidazoleacetamide,N-methyl-(6CI) Catalog No.:AA009K9K CAS No.:103096-30-6 MDL No.:MFCD18806653 MF:C10H11N3O MW:189.2138
ENDOSULFAN SULFATE Catalog No.:AA008RCA CAS No.:1031-07-8 MDL No.:MFCD00151179 MF:C9H6Cl6O4S MW:422.9245	Methyltriphenylphosphonium chloride Catalog No.:AA0038XI CAS No.:1031-15-8 MDL No.:MFCD00797851 MF:C19H18ClP MW:312.7730
TRIAMIPHOS Catalog No.:AA009QVI CAS No.:1031-47-6 MDL No.:MFCD00055329 MF:C12H19N6OP MW:294.2926	Diphenyl(p-tolyl)phosphine Catalog No.:AA003PMG CAS No.:1031-93-2 MDL No.:MFCD00008543 MF:C19H17P MW:276.3120
2-Amino-6-chloropurine Catalog No.:AA003315 CAS No.:10310-21-1 MDL No.:MFCD00075252 MF:C5H4ClN5 MW:169.5718	Tribenoside Catalog No.:AA00860I CAS No.:10310-32-4 MDL No.:MFCD00801089 MF:C29H34O6 MW:478.5767
2-(4-(Trifluoromethyl)phenyl)propanal Catalog No.:AA01B9D8 CAS No.:103108-04-9 MDL No.:MFCD18909075 MF:C10H9F3O MW:202.1731	2,3-diamino-5-benzyl-6-methyl-3,4-dihydropyrimidin-4-one Catalog No.:AA00IN6V CAS No.:103109-34-8 MDL No.:MFCD04124146 MF:C12H14N4O MW:230.2658
3-amino-N,N,2-trimethylbenzene-1-sulfonamide Catalog No.:AA01C1QK CAS No.:10311-37-2 MDL No.:MFCD11123459 MF:C9H14N2O2S MW:214.2847	2,6-Dimethyl-3-(methylsulfonyl)aniline Catalog No.:AA008VK3 CAS No.:10311-40-7 MDL No.:MFCD04037921 MF:C9H13NO2S MW:199.2700
N,N'-Di-p-tolylbenzidine Catalog No.:AA00358A CAS No.:10311-61-2 MDL No.:MFCD09833311 MF:C26H24N2 MW:364.4822	1-OLEOYL-3-CHLOROPROPANEDIOL Catalog No.:AA008S1R CAS No.:10311-82-7 MDL No.:MFCD07369621 MF:C21H39ClO3 MW:374.9856
DIALIFOS Catalog No.:AA008RHY CAS No.:10311-84-9 MDL No.:MFCD00055503 MF:C14H17ClNO4PS2 MW:393.8458	FENCHLORAZOL-ETHYL Catalog No.:AA008R7V CAS No.:103112-35-2 MDL No.:MFCD02101622 MF:C12H8Cl5N3O2 MW:403.4758
2-Oxo-6-(trifluoromethyl)piperidine-3-carboxylic acid Catalog No.:AA019LJ8 CAS No.:1031130-72-9 MDL No.:MFCD09971551 MF:C7H8F3NO3 MW:211.1385	5-[4-(Chloroacetyl)piperazin-1-yl]-2-(2-furyl)-1,3-oxazole-4-carbonitrile Catalog No.:AA019LJV CAS No.:1031130-76-3 MDL No.:MFCD09971559 MF:C14H13ClN4O3 MW:320.7310
methyl 2-chloro-5-(dimethylsulfamoyl)benzoate Catalog No.:AA019L1Z CAS No.:1031130-80-9 MDL No.:MFCD09971348 MF:C10H12ClNO4S MW:277.7246	2-chloro-N-[5-(diethylsulfamoyl)-2-(propan-2-yloxy)phenyl]acetamide Catalog No.:AA019P90 CAS No.:1031130-88-7 MDL No.:MFCD09971329 MF:C15H23ClN2O4S MW:362.8721
4-(2-Cyclopropyl-1,3-oxazol-5-yl)aniline Catalog No.:AA019LKD CAS No.:1031130-92-3 MDL No.:MFCD09971567 MF:C12H12N2O MW:200.2365	N-[3-(3-cyclopropyl-5-sulfanyl-4H-1,2,4-triazol-4-yl)phenyl]acetamide Catalog No.:AA019LG3 CAS No.:1031130-96-7 MDL No.:MFCD09971477 MF:C13H14N4OS MW:274.3415
5-Ethyl-2-pyrrolidinone Catalog No.:AA009R8K CAS No.:10312-40-0 MDL No.:MFCD19216837 MF:C6H11NO MW:113.1576	2-Aminoterephthalic acid Catalog No.:AA0038XH CAS No.:10312-55-7 MDL No.:MFCD00134536 MF:C8H7NO4 MW:181.1455
METHOXYACETALDEHYDE Catalog No.:AA008RRE CAS No.:10312-83-1 MDL No.:MFCD00059176 MF:C3H6O2 MW:74.0785	3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one Catalog No.:AA0097CR CAS No.:1031206-36-6 MDL No.:MFCD12912419 MF:C18H16O4 MW:296.3172
2-{4-[5-(4-methoxyphenyl)-1H-pyrazol-3-yl]piperidin-1-yl}-3-nitropyridine Catalog No.:AA00IRGS CAS No.:1031208-10-2 MDL No.:MFCD05668934 MF:C20H21N5O3 MW:379.4124	2-{[(4-methoxyphenyl)methyl]amino}-2-phenyl-N-(1,3-thiazol-2-yl)acetamide Catalog No.:AA00IW22 CAS No.:1031209-53-6 MDL No.:MFCD03787244 MF:C19H19N3O2S MW:353.4381
CefepiMe interMediate (7-PIME) Catalog No.:AA008WXB CAS No.:103121-85-3 MDL No.:MFCD29045498 MF:C13H20ClN3O3S MW:333.8342	3-Chloro-2,6-difluorophenylboronic acid Catalog No.:AA003BOW CAS No.:1031226-45-5 MDL No.:MFCD04038753 MF:C6H4BClF2O2 MW:192.3556
2-[(5-chloro-1,3-dimethyl-1H-pyrazol-4-yl)formamido]-2-phenylacetic acid Catalog No.:AA00ISF5 CAS No.:1031235-44-5 MDL No.:MFCD03787214 MF:C14H14ClN3O3 MW:307.7323	1-(6-chloro-3-nitropyridin-2-yl)-4-hydroxypyrrolidine-2-carboxylic acid Catalog No.:AA00IT4B CAS No.:1031244-78-6 MDL No.:MFCD05669591 MF:C10H10ClN3O5 MW:287.6565
4-(4-bromophenyl)-2-[(3-hydroxypropyl)amino]-4-oxobutanoic acid Catalog No.:AA00ISSJ CAS No.:1031257-29-0 MDL No.:MFCD00954943 MF:C13H16BrNO4 MW:330.1744	4-(4-bromophenyl)-2-(cyclohexylamino)-4-oxobutanoic acid Catalog No.:AA00IWQ2 CAS No.:1031263-33-8 MDL No.:MFCD00169323 MF:C16H20BrNO3 MW:354.2389
tert-Butyl (1-oxo-3-phenylpropan-2-yl)carbamate Catalog No.:AA007HWX CAS No.:103127-53-3 MDL No.:MFCD03425726 MF:C14H19NO3 MW:249.3056	4-(4-bromophenyl)-4-oxo-2-{[(thiophen-2-yl)methyl]amino}butanoic acid Catalog No.:AA00IUMJ CAS No.:1031281-07-8 MDL No.:MFCD00169322 MF:C15H14BrNO3S MW:368.2456
N1,N1-Dimethylcyclohexane-1,4-diamine dihydrochloride Catalog No.:AA0093XT CAS No.:1031289-75-4 MDL No.:MFCD08752578 MF:C8H20Cl2N2 MW:215.1638	5-Chloro-8-iodoimidazo[1,2-a]pyridine Catalog No.:AA00H9VW CAS No.:1031289-77-6 MDL No.:MFCD14585310 MF:C7H4ClIN2 MW:278.4775
(S)-Ethyl 2-(((S)-1-(2-ethoxy-2-oxoethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)amino)-4-phenylbutanoate Catalog No.:AA008X12 CAS No.:103129-58-4 MDL No.:MFCD28977568 MF:C26H32N2O5 MW:452.5427	(R)-Amlodipine Catalog No.:AA008608 CAS No.:103129-81-3 MDL No.:MFCD06809924 MF:C20H25ClN2O5 MW:408.8759
(S)-Amlodipine Catalog No.:AA00324Y CAS No.:103129-82-4 MDL No.:MFCD09832686 MF:C20H25ClN2O5 MW:408.8759	5-Phenyl-4,5-dihydro-1,2-oxazole-3-carboxylic acid Catalog No.:AA008605 CAS No.:10313-27-6 MDL No.:MFCD10699036 MF:C10H9NO3 MW:191.1834
(6R)-2-AMINO-6-[(1R,2S)-1,2-DIHYDROXYPROPYL]-5,6,7,8-TETRAHYDRO-PTERIDIN-4(1H)-ONE SULFATE Catalog No.:AA008606 CAS No.:103130-44-5 MDL No.:MFCD13181668 MF:C9H17N5O7S MW:339.3256	KINETENSIN Catalog No.:AA008QZG CAS No.:103131-69-7 MDL No.:MFCD00167613 MF:C56H85N17O11 MW:1172.3814
1-(3-Fluorobenzyl)piperidine-2-carboxylic acid Catalog No.:AA008SGC CAS No.:1031317-91-5 MDL No.:MFCD05174529 MF:C13H16FNO2 MW:237.2700	(1S,3R)-3-Amino-1-(boc-amino)cyclopentane Catalog No.:AA0092VS CAS No.:1031335-25-7 MDL No.:MFCD22394009 MF:C10H20N2O2 MW:200.2780
tert-Butyl 5-aminohexahydrocyclopenta[c]pyrrole-2(1h)-carboxylate Catalog No.:AA003875 CAS No.:1031335-28-0 MDL No.:MFCD15071647 MF:C12H22N2O2 MW:226.3153	trans-4-[4-(7-Aminopyrazolo[1,5-a]pyrimidin-6-yl)phenyl]cyclohexaneacetic acid Catalog No.:AA008TAF CAS No.:1031336-60-3 MDL No.:MFCD22124521 MF:C20H22N4O2 MW:350.4143
Methyl 3-formyl-1-methyl-1h-pyrazole-5-carboxylate Catalog No.:AA0095DP CAS No.:1031351-95-7 MDL No.:MFCD22376784 MF:C7H8N2O3 MW:168.1500	MC 70 HCl Catalog No.:AA01ENRY CAS No.:1031367-64-2 MDL No.: MF:C24H26ClNO3 MW:411.9211
5-methyl-5-[4-(trifluoromethoxy)phenyl]imidazolidine-2,4-dione Catalog No.:AA01A8YE CAS No.:1031391-93-1 MDL No.:MFCD09933724 MF:C11H9F3N2O3 MW:274.1960	1-(2-Phthalimidobutyryl)chloride Catalog No.:AA008U47 CAS No.:10314-06-4 MDL No.:MFCD02656536 MF:C12H10ClNO3 MW:251.6657
Cyclohexylsulfamoyl chloride Catalog No.:AA003P2Z CAS No.:10314-35-9 MDL No.:MFCD11109158 MF:C6H12ClNO2S MW:197.6830	1-[(Benzyloxy)carbonyl]piperidine-4-carboxylic acid Catalog No.:AA003DPY CAS No.:10314-98-4 MDL No.:MFCD01568759 MF:C14H17NO4 MW:263.2891
Benzyl 4-(chlorocarbonyl)tetrahydro-1(2h)-pyridinecarboxylate Catalog No.:AA008SEK CAS No.:10314-99-5 MDL No.:MFCD02677707 MF:C14H16ClNO3 MW:281.7347	7-Methyl-1h-indazole-5-carboxylic acid Catalog No.:AA009220 CAS No.:1031417-41-0 MDL No.:MFCD14585353 MF:C9H8N2O2 MW:176.1720
2-Methylindazole-6-carboxylic acid Catalog No.:AA008TYP CAS No.:1031417-46-5 MDL No.:MFCD15071449 MF:C9H8N2O2 MW:176.1720	5-Bromo-3,7-dimethyl-1H-indazole Catalog No.:AA008RLH CAS No.:1031417-71-6 MDL No.:MFCD12755762 MF:C9H9BrN2 MW:225.0852
1-Methyl-1h-indazole-6-carboxylic acid Catalog No.:AA003874 CAS No.:1031417-77-2 MDL No.:MFCD11043008 MF:C9H8N2O2 MW:176.1720	6-(3-Ethylureido)pyridine-3-boronic acid pinacol ester Catalog No.:AA00H9VZ CAS No.:1031431-96-5 MDL No.:MFCD13191361 MF:C14H22BN3O3 MW:291.1538
N-(4-broMopyridin-2-yl)-N'-ethylurea Catalog No.:AA0095ZX CAS No.:1031432-46-8 MDL No.:MFCD23131204 MF:C8H10BrN3O MW:244.0885	6-Chloro-4-formyl-nicotinic acid hydrate Catalog No.:AA0093HT CAS No.:1031433-06-3 MDL No.:MFCD18258739 MF:C7H4ClNO3 MW:185.5646
2,3-Dimethoxypyridine-4-boronic acid Catalog No.:AA0085ZZ CAS No.:1031438-93-3 MDL No.:MFCD10696646 MF:C7H10BNO4 MW:182.9696	Peg3-bis-isothiocyanato Catalog No.:AA019E1L CAS No.:103144-38-3 MDL No.:MFCD29079398 MF:C10H16N2O3S2 MW:276.3756
1-(Cyclopentyloxy)-3-nitrobenzene Catalog No.:AA0093J6 CAS No.:1031442-10-0 MDL No.:MFCD23112820 MF:C11H13NO3 MW:207.2258	4-[4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)benzonitrile hydrobromide Catalog No.:AA0038XG CAS No.:103146-26-5 MDL No.:MFCD08436978 MF:C20H24BrFN2O2 MW:423.3192
N-(5-methyl-1,2-oxazol-3-yl)-2-phenyl-2-(1,2,3,4-tetrahydroquinolin-1-yl)acetamide Catalog No.:AA01BB9E CAS No.:1031496-06-6 MDL No.:MFCD10627035 MF:C21H21N3O2 MW:347.4103	Methyl 1-(benzo[d]thiazol-2-yl)piperidine-4-carboxylate Catalog No.:AA019SDV CAS No.:1031498-32-4 MDL No.:MFCD10638216 MF:C14H16N2O2S MW:276.3540
4-Acetyl-4-phenylpiperidine HCl Catalog No.:AA003KJU CAS No.:10315-03-4 MDL No.:MFCD00039037 MF:C13H18ClNO MW:239.7411	Methyl 1-benzylpiperidine-4-carboxylate Catalog No.:AA003RH7 CAS No.:10315-06-7 MDL No.:MFCD09750949 MF:C14H19NO2 MW:233.3062
1-Benzylpiperidine-4-carboxylic acid Catalog No.:AA0032LR CAS No.:10315-07-8 MDL No.:MFCD03371463 MF:C13H17NO2 MW:219.2796	1-(2-Methylpropyl)-piperidine Catalog No.:AA01EQK5 CAS No.:10315-89-6 MDL No.:MFCD16300766 MF:C9H19N MW:141.2539
6-chloro-4-(2-fluorophenyl)-2H-1lambda6,2,3-benzothiadiazine-1,1-dione Catalog No.:AA00J0J1 CAS No.:1031557-71-7 MDL No.:MFCD14728152 MF:C13H8ClFN2O2S MW:310.7312	3-(4-FLUOROPHENYL)-3,6-DIHYDRO-7H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-ONE Catalog No.:AA01ARH5 CAS No.:1031558-09-4 MDL No.:MFCD11588496 MF:C10H6FN5O MW:231.1859
7-(3-fluorophenyl)-3H,4H-thieno[3,2-d]pyrimidin-4-one Catalog No.:AA00J0HU CAS No.:1031558-69-6 MDL No.:MFCD11999511 MF:C12H7FN2OS MW:246.2602	3-[2-(3-methylphenyl)pyrrolidine-1-carbonyl]-5-(propan-2-yl)-1,2-oxazole Catalog No.:AA01AN22 CAS No.:1031585-85-9 MDL No.:MFCD10702972 MF:C18H22N2O2 MW:298.3795
3-[2-(2-methylphenyl)pyrrolidine-1-carbonyl]-5-propyl-1,2-oxazole Catalog No.:AA01AN4W CAS No.:1031585-88-2 MDL No.:MFCD14826394 MF:C18H22N2O2 MW:298.3795	6-(4-Methoxybenzenesulfonyl)pyridine-3-carboxylic acid Catalog No.:AA01BEA4 CAS No.:1031599-54-8 MDL No.:MFCD11995665 MF:C13H11NO5S MW:293.2951
4-Benzylmorpholine Catalog No.:AA0085ZL CAS No.:10316-00-4 MDL No.:MFCD00090503 MF:C11H15NO MW:177.2429	4-[(Phenylsulfanyl)methyl]morpholine Catalog No.:AA01FD7Y CAS No.:10316-03-7 MDL No.:MFCD00039712 MF:C11H15NOS MW:209.3079
Cycloleucinol Catalog No.:AA003DUN CAS No.:10316-79-7 MDL No.:MFCD00010491 MF:C6H13NO MW:115.1735	UNC3230 Catalog No.:AA0096BA CAS No.:1031602-63-7 MDL No.:MFCD15031190 MF:C17H20N4O2S MW:344.4313
4-({4-[3-(3,4-dimethoxyphenyl)-1,2,4-oxadiazol-5-yl]-1H-imidazol-1-yl}methyl)aniline Catalog No.:AA00J0IC CAS No.:1031606-14-0 MDL No.:MFCD14728255 MF:C20H19N5O3 MW:377.3966	3-[2-(3-fluorophenyl)pyrrolidine-1-carbonyl]-5-methyl-1,2-oxazole Catalog No.:AA01B7QC CAS No.:1031615-08-3 MDL No.:MFCD27583488 MF:C15H15FN2O2 MW:274.2902
11-(4-butoxyphenyl)-3,4,6,9,10-pentaazatricyclo[7.3.0.0^{2,6}]dodeca-1(12),2,7,10-tetraene-5-thione Catalog No.:AA00J0L2 CAS No.:1031619-27-8 MDL No.:MFCD17780258 MF:C17H17N5OS MW:339.4148	3-Methyl-[1,2,4]triazolo[4,3-a]pyridine-6-carboxylic acid Catalog No.:AA0085ZK CAS No.:1031619-88-1 MDL No.:MFCD07376944 MF:C8H7N3O2 MW:177.1601
3-Chloro-n-cyclopropyl-5-(trifluoromethyl)pyridin-2-amine Catalog No.:AA0095H1 CAS No.:1031619-96-1 MDL No.:MFCD11117304 MF:C9H8ClF3N2 MW:236.6214	1-ethyl-3-oxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylic acid Catalog No.:AA01A2WO CAS No.:1031655-17-0 MDL No.:MFCD16113613 MF:C11H12N2O3 MW:220.2246
4-Propyl-2-(1h-pyrrol-1-yl)-1,3-thiazole-5-carboxylic acid Catalog No.:AA00H9W6 CAS No.:1031672-01-1 MDL No.:MFCD14797777 MF:C11H12N2O2S MW:236.2902	3-Ethyl-4-(4-fluorophenyl)-1H-pyrazol-5-amine Catalog No.:AA00J153 CAS No.:1031699-69-0 MDL No.:MFCD08691465 MF:C11H12FN3 MW:205.2315
4-(4-Acetyl-2-methoxy-5-nitrophenoxy)-butanoic acid ethyl ester Catalog No.:AA008X1C CAS No.:1031702-80-3 MDL No.:MFCD28143236 MF:C15H19NO7 MW:325.3139	Quetiapine-d8 Hemifumarate Catalog No.:AA01CCA6 CAS No.:1031703-36-2 MDL No.: MF: MW:
N-{4-cyano-3-[(4-fluoro-3-methylphenyl)amino]-1H-pyrazol-5-yl}-4-fluorobenzene-1-sulfonamide Catalog No.:AA00IX2A CAS No.:1031703-86-2 MDL No.:MFCD05670365 MF:C17H13F2N5O2S MW:389.3792	2-Amino-2-(2-bromo-5-methoxyphenyl)acetic acid Catalog No.:AA008RND CAS No.:1031705-87-9 MDL No.:MFCD04966784 MF:C9H10BrNO3 MW:260.0846
Methyl 2-Amidinoacetate Hydrochloride Catalog No.:AA00J2EC CAS No.:103173-54-2 MDL No.:MFCD22070092 MF:C4H9ClN2O2 MW:152.5795	N-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxamide Catalog No.:AA00S3RD CAS No.:1031747-40-6 MDL No.:MFCD18384180 MF:C16H22BNO3 MW:287.1618
N-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropanecarboxamide Catalog No.:AA00S3RS CAS No.:1031747-45-1 MDL No.:MFCD14585586 MF:C16H22BNO3 MW:287.1618	3-(N-Cyclopropylaminocarbonyl)methylphenylboronic acid, pinacol ester Catalog No.:AA008SRS CAS No.:1031747-48-4 MDL No.:MFCD17015829 MF:C17H24BNO3 MW:301.1884
7-Methyl-1h-imidazo[4,5-c]pyridin-4-amine Catalog No.:AA0098YQ CAS No.:1031750-29-4 MDL No.:MFCD02092703 MF:C7H8N4 MW:148.1652	2-(benzylamino)-4-(4-bromophenyl)-4-oxobutanoic acid Catalog No.:AA00IZK1 CAS No.:1031756-56-5 MDL No.:MFCD00169324 MF:C17H16BrNO3 MW:362.2178
Pranlukast Catalog No.:AA008QYX CAS No.:103177-37-3 MDL No.:MFCD00864631 MF:C27H23N5O4 MW:481.5026	Pentacyclo[6.3.0.0(2,6).0(3,10).0(5,9)]undecan-4-amine hydrochloride Catalog No.:AA01A1FE CAS No.:1031779-75-5 MDL No.:MFCD22421846 MF:C11H16ClN MW:197.7044
3-(2-Chlorophenyl)-1H-pyrazol-5-amine HCl Catalog No.:AA00H9W9 CAS No.:1031791-02-2 MDL No.:MFCD11506469 MF:C9H9Cl2N3 MW:230.0939	5-tert-Butyl-1h-pyrazol-3-amine, HCl Catalog No.:AA00H9WA CAS No.:1031791-10-2 MDL No.:MFCD04966840 MF:C7H14ClN3 MW:175.6592
3-Amino-5-(2-bromophenyl)pyrazole, HCl Catalog No.:AA0098GL CAS No.:1031793-63-1 MDL No.:MFCD06653205 MF:C9H9BrClN3 MW:274.5449	L-NAA HCL Catalog No.:AA008RJX CAS No.:1031799-40-2 MDL No.:MFCD00672614 MF:C6H16ClN5O2 MW:225.6765