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. 39903-01-0, name is 2-Amino-5-bromo-3-pyridinol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Amino-5-bromo-3-pyridinol
To a mixture of 2-amino-5-bromopyridin-3-ol (5.00 g, 23.5 mmol, CAS 39903-01- 0) in DME (50.0 mL) was added NaOH (3.00 g, 75.0 mmol) in H20 (30.0 mL) dropwise at 10 ~ 20 C. The reaction mixture was degassed under vacuum and chloro(difluoro)m ethane (15.0 psi) was passed through the reaction mixture at 10 ~ 20 C and the mixture was stirred for 16 h. The reaction mixture poured into H20 (100 mL), then extracted with ethyl acetate (50.0 mL x 4). The combined organic layers were washed with brine (100 mL), dried over Na2S04, and concentrated under reduce pressure to get a residue. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate = 1/0 to 0/1) to give 5- bromo-3-(difluoromethoxy)pyridin-2-amine (1.70 g, 6.20 mmol, 26% yield) as a yellow solid. LC-MS (ESI+) m/z: 238.7 (M+H)+.
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Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
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