Adding a certain compound to certain chemical reactions, such as: 912773-21-8, name is 2-Bromo-5-chloropyrazine, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 912773-21-8, Safety of 2-Bromo-5-chloropyrazine
To a solution of 2-bromo-5-chloropyrazine (20.0 g, 103 mmol) and sodium 2-amino- 3-chloropyridine-4-thiolate (18.9 g 103 mmol, Intermediate AC) in dioxane (80.0 mL) was added Pd2(dba)3 (3.79 g, 4.14 mmol), Xantphos (2.99 g, 5.17 mmol) and DIPEA (26.7 g, 207 mmol, 36.0 mL) at 25 C. Then the mixture was heated to 80 C and stirred at 80C for 3 h. The mixture was then cooled to 25 C and filtered. The filter cake was washed with ethyl acetate (50.0 mL x 3). The combined organic layer was concentrated to give a residue. The residue was purified by column chromatography twice (Si02, petroleum ether : ethyl acetate = 20 : 1 to 3 : 1, TLC: petroleum ether : ethyl acetate = 3 : 1, Rf = 0.25) to afford 3-chloro-4- ((5-chloropyrazin-2-yl)thio)pyridin-2-amine (3.00 g, 10.4 mmol, 10% yield) as a yellow solid. LC-MS (ESI+) m/z 273.0 (M+H)+; 1HNMR (400 MHz, CDCl3): d 8.50 (d, 7= 1.2 Hz, 1H), 8.34 (d, J= 1.2 Hz, 1H), 7.87 (d, J= 4.0 Hz, 1H), 8.55 (d, J= 4.0 Hz, 1H), 8.52 (s, 2H).
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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;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem