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.178421-21-1, name is Ethyl 6-chloro-5-methylpicolinate, molecular formula is C9H10ClNO2, molecular weight is 199.63, as common compound, the synthetic route is as follows.name: Ethyl 6-chloro-5-methylpicolinate
l-[(2,2-difluorocyclopropyl)methyl]-3-methyl-5-(4,4,5,5-tetramethyl-1,3 ,2- dioxaborolan-2-yl)-1,3 -dihydro-2,1,3-benzothiadiazole 2,2-dioxide (12-1) (100 mg, 0.25 mmol, 1 eq), ethyl 6-chloro-5-methylpyridine-2-carboxylate (26-4) (75 mg, 0.38 mmol, 1.5 eq), tripotassium phosphate (106 mg, 0.50 mmol, 2.0 eq), S-Phos (10 mg, 0.025 mmol, 0.1 eq), and palladium(II) acetate (2.8 mg, 0.012 mmol, 0.05 eq) were combined in THF (1 mL) and water (0.2 mL). The resulting mixture was heated at 75 C for 14 hours. The reaction mixture was allowed to cool to room temperature. The mixture was then diluted with EtOAc (10 mL), washed with water (1 mL) and brine (1 mL), dried over MgS04, filtered and concentrated. The crude residue was purified by flash chromatography (12 g Si02, 0-80% EtOAc in hexanes) to afford ethyl 6- { 1 -[(2,2-difluorocyclopropyl)methyl]-3-methyl-2,2-dioxido- 1 ,3-dihydro-2, 1 ,3- benzothiadiazol-5-yl}-5-methylpyridine-2-carboxylate (26-5). HRMS m/z (M+H) 438.1291 found, 438.1294 required.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,178421-21-1, Ethyl 6-chloro-5-methylpicolinate, and friends who are interested can also refer to it.
Reference:
Patent; MERCK SHARP & DOHME CORP.; LAYTON, Mark, E.; KELLY, Michael, J.; HARTINGH, Timothy, J.; WO2011/109277; (2011); A1;,
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