Simple exploration of 6-Chloro-2-methylpyridin-3-amine

According to the analysis of related databases, 164666-68-6, the application of this compound in the production field has become more and more popular.

Application of 164666-68-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 164666-68-6, name is 6-Chloro-2-methylpyridin-3-amine, molecular formula is C6H7ClN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 2: 6-Chloro-N-isopropyl-2-methylpyridin-3-amine (45). To a stirred solution of 44 (4.81 g, 33.75 mmol) and acetone (2.74 g, 47.2 mmol) in dichloroethane (60 mL) was added NaBH(OAc)3 (10.713 g, 50.53 mmol) and AcOH (3.44 g, 57.2 mmol) at RT. The reaction was stirred for 16 h followed by dilution with IN NaOH. The aqueous solution was extracted with DCM and the organic layer was washed with water, brine, dried over Na2S04 and concentrated to afford 45 (6.16 g, 98%).

According to the analysis of related databases, 164666-68-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; XU, Wei; (106 pag.)WO2017/4608; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 6-Chloro-2-methylpyridin-3-amine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,164666-68-6, its application will become more common.

Related Products of 164666-68-6 ,Some common heterocyclic compound, 164666-68-6, molecular formula is C6H7ClN2, 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 an ice cold solution of 6-chloro-2-methylpyridin-3-amine (12 g, 84 mmol) and AcOH (5.1 g, 84 mmol) in MeOH (198 g, 250 mL) was dropwise added bromine (13.5 g, 84 mmol). The resulting solution was stirred at ice bath temperature overnight after which it was concentrated under vacuo.The obtained residue was dissolved in EtOAc and sequentially washed with saturated aqueous NaHCO3 solution, 10% Na2S2O3 aqueous solution, brine and dried (Na2SO4). The solvent was removed under vacuo and the obtained crude material was purified by flash chromatography to afford 4- bromo-6-chloro-2-methylpyridin-3-amine (12.6 g).?H NMR (500 MHz, Chloroform-d) 6 7.30 (s, 1H), 4.04 (brs, 2H), 2.46 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,164666-68-6, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (278 pag.)WO2019/115567; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 6-Chloro-2-methylpyridin-3-amine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,164666-68-6, 6-Chloro-2-methylpyridin-3-amine, 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.164666-68-6, name is 6-Chloro-2-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.Application In Synthesis of 6-Chloro-2-methylpyridin-3-amine

To an ice cold solution of 6-chloro-2-methylpyridin-3-amine (12 g, 84 mmol) and AcOH (5.1 g, 84 mmol) in MeOH (198 g, 250 mL) was dropwise added bromine (13.5 g, 84 mmol). The resulting solution was stirred at ice bath temperature overnight after which it was concentrated under vacuo. The obtained residue was dissolved in EtOAc and sequentially washed with saturated aqueous NaHCO3 solution, 10% Na2S2O3 aqueous solution, brine and dried (Na2SO4). The solvent was removed under vacuo and the obtained crude material was purified by flash chromatography to afford 4-bromo-6-chloro-2-methylpyridin-3-amine (12.6 g). 1H NMR (500 MHz, Chloroform-d) delta 7.30 (s, 1H), 4.04 (brs, 2H), 2.46 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,164666-68-6, 6-Chloro-2-methylpyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; Juhl, Karsten; Jessing, Mikkel; Langgard, Morten; Vital, Paulo Jorge Vieira; Kehler, Jan; Rasmussen, Lars Kyhn; Clementson, Carl Martin Sebastian; Marigo, Mauro; US2019/185489; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem