Some common heterocyclic compound, 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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. HPLC of Formula: C7H5BrF3N
A 100 ml 3-neck flask with magnetic stirrer was charged with 2-bromo-4- (trifluoromethyl)aniline (500 mg, 2.08 mmol), methyl acrylate (538 mg, 6.25 mmol), Pd(OAc)2 (23.3 mg, 0.104 mmol), P(o-tolyl)3 (64 mg, 0.21 mmol), triethylamine (422 mg, 4.7 mmol) and acetonitrile (20 ml). The flask was purged with N2 and heated to 90 C overnight. Saturated aqueous NH4CI (40ml) was added, and the mixture was extracted with ethyl acetate (10 ml*3). The organic layer was dried over Na2S04, filtered, and concentrated to dryness. The crude product was purified by silica gel chromatography to give (£)-methyl 3-(2-amino-5-(trifluoromethyl)phenyl)acrylate (185.9 mg, 36.5%) as a yellow solid. 1 H NMR (400 MHz, CDCI3) delta 7.69 (d, J=16 Hz, 1 H), 7.53 (s, 1 H), 7.32 (d, J=8.8 Hz, 1 H), 6.67 (d, J=8.8 Hz, 1 H), 6.34 (d, J=16 Hz, 1 H), 4.20 (s, 2H), 3.74 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57946-63-1, its application will become more common.
Reference:
Patent; PFIZER INC.; DIDIUK, Mary; FILIPSKI, Kevin J.; GUZMAN-PEREZ, Angel; LEE, Esther C.; PFEFFERKORN, Jeffrey A.; STEVENS, Benjamin; TU, Meihua; WO2013/14569; (2013); A1;,
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