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.1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate, molecular formula is C7H5BrClNO2, molecular weight is 250.48, as common compound, the synthetic route is as follows.Formula: C7H5BrClNO2
B) methyl 6-chloro-3-((E)-2-ethoxyvinyl)pyridine-2-carboxylate To a mixture of methyl 3-bromo-6-chloropyridine-2-carboxylate (2.00 g) in acetonitrile (30 mL) and water (20 mL) were added 2-((E)-2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.42 g), tripotassium phosphate (3.39 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (328 mg) and palladium(II) acetate (90 mg), and the mixture was stirred under nitrogen atmosphere at 60C for 2 hr. The reaction mixture was cooled to room temperature, and diluted with ethyl acetate, and the insoluble substance was removed by filtration. The filtrate was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (560 mg). 1H NMR (400 MHz, DMSO-d6) delta 1.28 (3H, t, J = 7.6 Hz), 3.88 (3H, s), 3.90-4.00 (2H, m), 6.27 (1H, d, J = 12.8 Hz), 7.43 (1H, d, J = 12.8 Hz), 7.60 (1H, d, J = 8.8 Hz), 8.16 (1H, d, J = 8.8 Hz) .
At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214328-96-7, Methyl 3-bromo-6-chloropicolinate, and friends who are interested can also refer to it.
Reference:
Patent; Takeda Pharmaceutical Company Limited; YOGO, Takatoshi; YOSHIKAWA, Masato; SAITOH, Morihisa; KATOH, Taisuke; SEKI, Tomohiro; NAKADA, Yoshihisa; (148 pag.)EP3366684; (2018); A1;,
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