These common heterocyclic compound, 1003-98-1, name is 2-Bromo-4-fluoroaniline, 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. Safety of 2-Bromo-4-fluoroaniline
The title compound was prepared by a modified procedure reported in the literature (Org. Lett., 2014, 16, 2916-2919). A mixture of 2-bromo-4-fluoroaniline (20 g, 105 mmol), PdCl2(PPh3)2 (7.39 g, 10.53 mmol), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (40.4 g, 316 mmol) and Et3N (58.7 mL, 421 mmol) in dioxane (400 mL) was stirred at 110C for 16 h under nitrogen atmosphere. It was cooled to rt and poured into a saturated aqueous solution of ammonium chloride (300 mL). The mixture was extracted with DCM (300 mL). The organic layer was separated, dried over sodium sulfate, and filtered. The filtrate was concentrated and the residue was purified by flash column chromatography on silica gel (eluting with EtOAc/petroleum ether = 10: 90 v/v) to give the title compound.1H NMR (400 MHz, CDCl3): delta 7.25 (m, 1H), 6.92 (m, 1H), 6.54 (m, 1H), 4.42 (brs, 2H), 1.34 (s, 12H).
The synthetic route of 2-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; XU, Jiayi; ALI, Amjad; ZHOU, Wei; GAO, Ying-Duo; EDMONDSON, Scott, D.; MERTZ, Eric; NEELAMKAVIL, Santhosh, F.; LIU, Weiguo; SUN, Wanying; SHEN, Dong-Ming; HARPER, Bart; ZHU, Cheng; BARA, Thomas; LIM, Yeon-Hee; YANG, Meng; (227 pag.)WO2017/74832; (2017); A1;,
Bromide – Wikipedia,
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