Tag: M.W:100-200

Application of 32710-65-9 ,Some common heterocyclic compound, 32710-65-9, molecular formula is C6H2Cl2N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 61Mol Weight: 218.70[00616] Synthesis of Intermediate (1)Molecular Weig ht: 173.00 Molecular Weight: 168.58[00617] In a 25-mL,3Nround-bottomed flask equipped with thermometer pocket fitted with a nitrogen inlet and a rubber septum, NaH (0.1 12 g, 1.0 eq.), methanol (0.1 1 mL, 1.0 eq.), suspended in N-Methyl pyrolidine (5 niL). The reaction mixture was stirred at 25-30C for 30 min. To this reaction mixture 2, 6-Dichloro,4-cyano-pyridine was added at 0-5 C. The progress of the reaction was followed by TLC analysis on silica gel with 10%EtOAc- hexane as mobile phase which shows completion after 2 h staring at 0-5 C. Reaction was quenched by water and precipitate was observed which was filtered and wash with hexane to give required compound (0.51 g, Crude). Reaction was stirred for 20 min with water and solid was separated and compound was collected by filtration and washed with hexane (30mL).Yield:0.51 g Crude.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32710-65-9, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 573762-62-6, name is 5-Amino-3-(trifluoromethyl)picolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Amino-3-(trifluoromethyl)picolinonitrile

To a heterogeneous mixture of 2-cyano-3- (trifluoromethyl)-5-nitropyridine, A 11 (0.075 g, 0.4 mmol) in water (2 ml), thiophosgene (50 mu l) wasadded. This mixture was stirred for 2 hours, then washed with water, andextracted with chloroform. The organic layer was dried over MgSO4,concentrated to give a compound A12 (0.087g, 0.38mmol, 95%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 573762-62-6, 5-Amino-3-(trifluoromethyl)picolinonitrile.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; JUNG, MICHAEL E; SAWYERS, CHARLES L; OUK, SAMEDY; TRAN, CHRIS; WONGVIPAT, JOHN; (40 pag.)JP2016/11315; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 791644-48-9 , The common heterocyclic compound, 791644-48-9, name is 2-Chloro-5-fluoronicotinonitrile, molecular formula is C6H2ClFN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of compound 4 (50 g, 321.7 mmol) in1-butanol (1 L) was added hydrazine monohydrate (150 mL, 3.2 mol) , and the mixture was refluxed for 4 h. The mixture was cooled to room temperature and concentrated. The precipitate was successively washed on filter with water (2x) and Et2<0 (2x) and dried in vacuo overnight to give compound 5 (44 g, 88percent) as a yellow solid. 1H NMR (DMSO-d6, 300 MHz): delta 5.53 (s, 2H); 7.94 (dd, IH); 8.35 (dd, IH); 12.02 (s, IH). The synthetic route of 791644-48-9 has been constantly updated, and we look forward to future research findings. Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/112642; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 881-86-7 ,Some common heterocyclic compound, 881-86-7, molecular formula is C9H9NO4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 1. Preparation of (c^)-dimethyl piperidine-2.5-dicarboxylate To dimethyl pyridine-2,5-dicarboxylate (50 g) was added AcOH (500 mL) and catalyst 5percent RI1/AI2O3 (5 g). The reaction mixture was shaked under H2 (100 psi) at 25 oC for 16 h. The catalyst was removed by filtartion. The AcOH was removed under vacuum and the residue was used without furtherpuirification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,881-86-7, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph, A.; ALHASSAN, Abdul-Basit; ANAND, Rajan; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; YU, Wensheng; YU, Younong; LIU, Shilan; WU, Hao; YANG, Chundao; (120 pag.)WO2016/109215; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.66909-29-3, name is 6-Chloro-5-methylnicotinic acid, molecular formula is C7H6ClNO2, molecular weight is 171.58, as common compound, the synthetic route is as follows.SDS of cas: 66909-29-3

A solution of e-chloro-delta-methyl-nicotinic acid (13.85 g, 80.75 mmol) in dry ethanol (200 ml_) containing some drops of concentrated H2SO4 is stirred at reflux for 2 days. The solution is cooled to rt, the solvent evaporated, the residue dissolved in EA (200 ml_) and washed with a solution of sat. aq. Na2CO3 (2 x 80 ml_), 1 M aq. KHSO4 (2 x 80 ml_) and brine (50 ml_). The org. phase is dried over MgSO4, filtered and evaporated to give e-chloro-delta-methyl-nicotinic acid ethyl ester (12.65 g) as a solid; LC-MS: tR = 0.92 min; [M+1]+ = 200.10; 1H NMR (CDCI3) delta 1.43 (t, J = 7.0 Hz, 3 H), 2.46 (s, 3 H), 4.43 (q, J = 7.3 Hz, 2 H), 8.16 (m, 1 H), 8.84 (d, J = 2.0 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66909-29-3, 6-Chloro-5-methylnicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/24905; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 99368-68-0, name is 6-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Chloro-5-(trifluoromethyl)pyridin-3-amine

D. lambda/-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)acetamideA mixture of 6-chloro-5-(trifluoromethyl)pyridin-3-amine (2.95 mmol, 0.58 g) and 30% HBr in acetic acid (6 ml) in a sealed tube was heated at 1000C overnight. The crude mixture was poured into ice water, the pH was set to10 with 2N aqueous NaOH and extracted withCHCI3.The solvent was removed under reduced pressure to afford 0.680 g (82% of yield) of the expected product.ESI/MS (m/e, %): 281.96 (100.0%), 283.96 (97.3%).

With the rapid development of chemical substances, we look forward to future research findings about 99368-68-0.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2009/21696; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5350-93-6, Adding some certain compound to certain chemical reactions, such as: 5350-93-6, name is 6-Chloropyridin-3-amine,molecular formula is C5H5ClN2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5350-93-6.

To a solution of 3-amino-6-chloropyridine (lOOmg, 0.77mmol) in DCM (3mL) at -78¡ãC was added a solution of tBuOCl (leq, 87muL) in DCM (ImL) via cannula. After 10 min, a solution of thiomethylacetone (leq, 80 uL) in DCM (ImL) was added via cannula. The reaction stirred for 90 min before the addition of a solution OfNEt3 (leq, 108uL) in DCM (ImL). The mixture was warmed to 25¡ãC. After 2 h, the reaction was quenched with water and extracted with DCM (2x). The organic layer was dried over Na2SO4 and concentrated. Purification via flash chromatography eluding with a gradient of 0 to 100percent EtOAc/hexanes provided 5-chloro-2- methyl-3-(methylthio)-lH-pyrrolo[3,2-b]pyridine as a tan solid.1H NMR (500 MHz, CDCl3): delta 6.89 (bs, IH), 7.51 (d, IH), 7.08 (d, IH), 2.59 (s, 3H), 2.36 (s,3H).

According to the analysis of related databases, 5350-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/5672; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 71902-33-5, 3,5-Difluoropyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 71902-33-5, blongs to pyridine-derivatives compound. name: 3,5-Difluoropyridine

Preparation Example 12 n-Butyl lithium (1.55M hexane solution, 7.5 mL) was added under an argon gas atmosphere at -78C to a mixture of N,N,N’,N’-tetramethylethylenediamine (1.5 g), and diethylether (40 mL), followed by stirring at the same temperature for 30 minutes. A mixture of 3,5-difluoropyridine (1.2 g) and diethylether (10 mL) was slowly added to the reaction mixture, followed by stirring at the same temperature for 2 hours. Iodine (4.0 g) was further added to the reaction mixture, followed by stirring at the same temperature for one hour and cooling to room temperature. The reaction mixture was diluted with water, the formed solid was separated by filtration, and the filtrate was extracted with diethyl ether and washed with a saturated aqueous sodium hydrogen carbonate solution. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 3,5-difluoro-4-iodopyridine (820 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,71902-33-5, its application will become more common.

Reference:
Patent; Astellas Pharma Inc.; EP2394988; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1462-86-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1462-86-8, name is 3-Aminopicolinic acid, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

3-Aminopicolinic acid (145 mg, 1.05 mmol) was carefully added in 3 aliquots to a slurry of UAIH4 (143 mg, 3.78 mmol) in dry tetrahydrofuran (6 ml). The resulting mixture was stirred at 15C overnight. After cooling in an ice bath, the reaction mixture was quenched with careful addition of water (1 ml) dropwise, followed by 15% aqueous NaOH (1 ml), and then water (3 ml). The resulting solid was filtered and washed several times with tetrahydrofuran. The filtrate was concentrated. The residue was purified by flash chromatography on silica gel using 5% CH3OH (NH3) /ethyl acetate as eluent to yield the title compound as a yellow oil. 1 0 mg.MS (electrospray): m/z [M+H]+ = 125

Statistics shows that 1462-86-8 is playing an increasingly important role. we look forward to future research findings about 3-Aminopicolinic acid.

Reference:
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1480-87-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1480-87-1, name is 2-Fluoro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: At room temperature, fluoro-nitro-pyridine (fluoro-nitro-benzene) (1 eq.), amino alcohol (ether, ester) (1 eq.), such as (S)-2-amino-3-(p-tolyl)propan-l-ol, and potassium carbonate (excess) are mixed in dimethylformamide. The reaction was stirred at room temperature for overnight. After filtration and removing solvent, the residue was purified by flash chromatography using 20-30% hexanes in ethyl acetate as eluent. Giving diamine compounds, such as (S)-2-((3-nitropyridin-2-yl)amino)-3-(p-tolyl)propan-l-ol, as yellow solid or oil.Reaction of 2-fluoro-3-nitro pyridine with (S)-2-amino-3-(p-tolyl)propan-l-ol yielded the product as yellow solid (50%). ‘ H NMR (400 MHz, CDCl3) d 8.44 – 8.30 (m, 3H), 7.17 (d, J = 8.0 Hz, 2H), 7.11 (d, J = 7.9 Hz, 2H), 6.66 (dd, J = 8.3, 4.5 Hz, 1H), 4.67 – 4.55 (m, 1H), 3.85 (d, J = 10.9 Hz, 1H), 3.73 (dd, J = 10.6, 6.0 Hz, 1H), 3.11 (s, 1H), 2.97 (dddd, J = 13.8, 13.8, 13.8, 7.0 Hz, 2H), 2.31 (s, 3H). 13C NMR (101 MHz, CDCl3) d 155.27, 152.67, 136.33, 135.69, 134.26, 129.36, 129.13, 128.34, 112.11, 65.38, 54.96, 37.22, 21.04.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1480-87-1, 2-Fluoro-3-nitropyridine.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DE BRABANDER, Jef; ROSENBAUM, Daniel; LIANG, Qiren; WANG, Wentian; (343 pag.)WO2019/191327; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem