These common heterocyclic compound, 912773-21-8, name is 2-Bromo-5-chloropyrazine, 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. Recommanded Product: 2-Bromo-5-chloropyrazine
To a mixture of 2-bromo-5-chloropyrazine (46.0 g, 237 mmol) and ethyl 3- mercaptopropanoate (31.9 g, 237 mmol) in dioxane (460 mL) was added DIPEA (61.4 g, 475 mmol, 82.8 mL), Xantphos (13.7 g, 23.8 mmol) and Pd2(dba)3 (10.8 g, 11.8 mmol) in one portion under N2. The mixture was stirred at 80 C for 2 hours under N2. The mixture was then filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate = 1 :0 to 5: 1, petroleum ether: ethyl acetate = 10: 1) to afford ethyl 3-((5-chloropyrazin-2-yl)thio)propanoate (52.0 g, 192 mmol, 81% yield) as a light yellow oil. LC-MS (ESI+) m/z 247.1 (M+H)+; 1HNMR (400 MHz, CDCI3): d 8.37 (s, 1H), 8.20 (s, 1H), 4.18 – 4.13 (m, 2H), 3.40 (t, J= 7.0 Hz, 2H), 2.73 (t, J = 7.2 Hz, 2H), 1.25 (t, J= 7.2 Hz, 3H).
The synthetic route of 2-Bromo-5-chloropyrazine has been constantly updated, and we look forward to future research findings.
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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