Electric Literature of 58347-49-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 58347-49-2, name is 7-Chloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.
A solution of 7-chloropyrazolo[i,5-ajpyrimidine (0.1 g, 0.651 mmol), 6- bromo-3-fluoro-2-methylpyridine (0.124 g, 0.651 mmol) and 1,1,1,2,2,2- hexamethyldistannane (0.213 g, 0.651 mmol) in 1,4-dioxane (2 mL) was purged withnitrogen gas for 10 mm. Pd(Ph3P)4 (0.075 g, 0.065 mmol) was added to the reaction mixture and the solution was purged with nitrogen gas again for 10 mm. The reaction mixture was heated in a microwave at 150C for 2 h. The reaction mixture was concentrated and the residue obtained was dissolved in ethyl acetate (20 mL) and water (20 mL). The biphasic mixture was filtered through diatomaceous earth (Diatomaceous earth) and the bed was washed with ethyl acetate (25 mL). The ethyl acetate layer was separated, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford a brown colored solid. The solid was purified by silica gelchromatography (0-40% EtOAc in pet ether) to afford 7-(5-fluoro-6-methylpyridin-3- yl)pyrazolo[1,5-ajpyrimidine (0.06 g, 0.263 mmol, 40% yield) as a light yellow solid. LCMS (ESI) m/e 228.22 [(M+H), calcd for C12H9FN4 229.2j; LC/MS retention time (Method Al): tR = 2.20 mm.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58347-49-2, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
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