A new synthetic route of 2,6-Dichloropyridine-4-methylamine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

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.88579-63-9, name is 2,6-Dichloropyridine-4-methylamine, molecular formula is C6H6Cl2N2, molecular weight is 177.0312, as common compound, the synthetic route is as follows.name: 2,6-Dichloropyridine-4-methylamine

[0918] A mixture of(28,58)-1-[(4-fluorobenzene)sulfonyl]-5-methylpynolidine-2-carboxylic acid (3 g, 10.44 mmol, 1.00 equiv), HATU (4.7 g, 12.36 mmol, 1.20 equiv), DIEA (2.6 g, 20.12 mmol, 2.00 equiv), and (2,6-dichloropyridin-4-yl)methanamine (2 g, 11.30 mmol, 1.10 equiv) in N,Ndimethylformamide (100 mL) was stirred for 1 h at room temperature. The resulting solution was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel colunm eluting with ethyl acetate/petroleum ether (1:1) to afford the title compound (3.6 g, 77%) as yellow oil. LCMS [M+H] 446.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; VOLGRAF, Matthew; CHEN, Huifen; KOLESNIKOV, Aleksandr; VILLEMURE, Elisia; VERMA, Vishal; WANG, Lan; SHORE, Daniel; DO, Steven; YUEN, Po-wai; HU, Baihua; WU, Guosheng; LIN, Xingyu; LU, Aijun; (537 pag.)WO2016/128529; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 2,6-Dichloropyridine-4-methylamine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

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.88579-63-9, name is 2,6-Dichloropyridine-4-methylamine, molecular formula is C6H6Cl2N2, molecular weight is 177.0312, as common compound, the synthetic route is as follows.name: 2,6-Dichloropyridine-4-methylamine

[0918] A mixture of(28,58)-1-[(4-fluorobenzene)sulfonyl]-5-methylpynolidine-2-carboxylic acid (3 g, 10.44 mmol, 1.00 equiv), HATU (4.7 g, 12.36 mmol, 1.20 equiv), DIEA (2.6 g, 20.12 mmol, 2.00 equiv), and (2,6-dichloropyridin-4-yl)methanamine (2 g, 11.30 mmol, 1.10 equiv) in N,Ndimethylformamide (100 mL) was stirred for 1 h at room temperature. The resulting solution was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel colunm eluting with ethyl acetate/petroleum ether (1:1) to afford the title compound (3.6 g, 77%) as yellow oil. LCMS [M+H] 446.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; VOLGRAF, Matthew; CHEN, Huifen; KOLESNIKOV, Aleksandr; VILLEMURE, Elisia; VERMA, Vishal; WANG, Lan; SHORE, Daniel; DO, Steven; YUEN, Po-wai; HU, Baihua; WU, Guosheng; LIN, Xingyu; LU, Aijun; (537 pag.)WO2016/128529; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2,6-Dichloropyridine-4-methylamine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 88579-63-9, 2,6-Dichloropyridine-4-methylamine, 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, name: 2,6-Dichloropyridine-4-methylamine, blongs to pyridine-derivatives compound. name: 2,6-Dichloropyridine-4-methylamine

Intermediate 1-2-46solution of intermediate 1 -1 -5 (3.07 g, 12.4 mmol) and 2,6-dichloro-4- (aminomethyl)pyridine (2 g, 1 1.3 mmol) in EtOH:EtOAc (1 :1 , 150 mL) was heated at reflux for 72h under Dean-Stark conditions with 4A molecular sieves. Concentrated and purified by silica chromatography to give the intermediate 1 -2-46 (2460 mg, 54%). 1 H-NMR (400 MHz ,DMSO-d6), Shift [ppm]= 1.81 (2H), 2.44 (2H), 2.69 (2H), 4.83 (2H), 7.20-7.28 (1 H), 7.35-7.44 (2H), 7.47-7.54 (2H), 7.56 (2H), 13.09 (1 H), 14.24 (1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2,6-Dichloropyridine-4-methylamine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 88579-63-9, 2,6-Dichloropyridine-4-methylamine, 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, name: 2,6-Dichloropyridine-4-methylamine, blongs to pyridine-derivatives compound. name: 2,6-Dichloropyridine-4-methylamine

Intermediate 1-2-46solution of intermediate 1 -1 -5 (3.07 g, 12.4 mmol) and 2,6-dichloro-4- (aminomethyl)pyridine (2 g, 1 1.3 mmol) in EtOH:EtOAc (1 :1 , 150 mL) was heated at reflux for 72h under Dean-Stark conditions with 4A molecular sieves. Concentrated and purified by silica chromatography to give the intermediate 1 -2-46 (2460 mg, 54%). 1 H-NMR (400 MHz ,DMSO-d6), Shift [ppm]= 1.81 (2H), 2.44 (2H), 2.69 (2H), 4.83 (2H), 7.20-7.28 (1 H), 7.35-7.44 (2H), 7.47-7.54 (2H), 7.56 (2H), 13.09 (1 H), 14.24 (1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88579-63-9, 2,6-Dichloropyridine-4-methylamine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 88579-63-9

According to the analysis of related databases, 88579-63-9, the application of this compound in the production field has become more and more popular.

Synthetic Route of 88579-63-9, Adding some certain compound to certain chemical reactions, such as: 88579-63-9, name is 2,6-Dichloropyridine-4-methylamine,molecular formula is C6H6Cl2N2, 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 88579-63-9.

To a solution of (2S ,4R)- 1 -tert-butoxycarbonyl-4-fluoro-pyrrolidine-2-carboxylic acid (500 mg, 2.1437 mmol) and 2,6-dichloropyridine-4-methylamine (426 mg, 2.36 mmol) in N,Ndimethylformamide (8.6 mL) was added N,N-diisopropylethylamine (0.561 mL, 3.2156 mmol) and HATU (998.09 mg, 2.5725 mmol). The reaction mixture was stuffed at RT 2h.The reaction was quenched with water and extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated via rotovap. The crude product was carried to next step. LCMS (ESI) m/z:392.10 [M+H]+

According to the analysis of related databases, 88579-63-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 2,6-Dichloropyridine-4-methylamine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,88579-63-9, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 88579-63-9, 2,6-Dichloropyridine-4-methylamine, 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, 88579-63-9, blongs to pyridine-derivatives compound. Product Details of 88579-63-9

Intermediate 1-2-45A solution of intermediate 1 -1 -1 (3.4 g, 12.4 mmol) and 2,6-dichloro-4- (aminomethyl)pyridine (2 g, 1 1.3 mmol) in EtOH:EtOAc (1 :1 , 150 mL) was heated at reflux for 72h under Dean-Stark conditions with 4A molecular sieves. Concentrated and purified by silica chromatography to give the intermediate 1 -2-45 (2550 mg, 52%).1 H-NMR (400 MHz ,DMSO-d6), Shift [ppm]= 0.95-1.03 (7H), 2.37 (2H), 2.60 (2H), 4.87 (2H), 7.19-7.29 (1 H), 7.40 (2H), 7.50 (2H), 7.54 (2H), 13.47 (1 H), 14.35 (1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,88579-63-9, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem