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. 1032943-43-3, name is 4-Bromo-1H-pyrazolo[3,4-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H4BrN3
1001371 To a solution of 4-bromo-1H-pyrazolo[3,4-c]pyridine (215 mg, 1.08 mmol) in THF (6.08 mL) at 5 C was added NaH (60:40 sodium hydride:mineral oil, 54.9 mg, 1.37 mmol). The mixture was stirred for 5 minutes at rt and then cooled again in ice bath to 5 C. Cyclopropanesulfonylchloride (141.0 uL, 1.36 mmol) was added dropwise and the mixture was allowed to stir for 15 mm. The reaction mixture was quenched with ammonium chloride (2 M aq. solution, 5 mL) and was partitioned between ethyl acetate and water. The aqueous layer was further extracted with ethyl acetate and the combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue was purified by column chromatography to provide 4-bromo-2-(cyclopropylsulfonyl)-2H- pyrazolo[3,4-c]pyridine (36 mg, 11%) LCMS (AA): m/z = 358.4 (M+H) and 4-bromo-1- (cyclopropylsulfonyl)-1H-pyrazolo[3,4-c]pyridine (237 mg, 72%). LCMS (AA): m/z = 358.4 (M+H).
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Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; XU, He; YE, Yingchun; WO2015/108881; (2015); A1;,
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