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With N,N-dimethyl-aniline; phosphorus(V) oxybromide; In toluene; at 20 - 100℃;Inert atmosphere;
[0604] Synthesis of 2-bromo-4-(trifluoromethyl) pyrimidine:[0605] To a stirred solution of 6-(trifluoromethyl)-l, 2-dihydropyrimidin-2-ol (2 g, 12.19 mmol) in toluene (40 mL) under argon atmosphere were added phosphorous oxybromide (5.24 g, 18.20 mmol), N, N-dimethyl aniline (156 mg, 1.20 mmol) at RT; heated to 100 C and stirred for 3 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (50 mL) and extracted with hexanes (2 x 50 mL). The combined organic extracts were washed with water (50 mL), dried over sodium sulphate, and concentrated in vacuo to obtain 2- bromo-4-(trifluoromethyl) pyrimidine (800 mg, 29%) as light yellow oil. [0606] 1H-NMR (CDCls, 500 MHz): delta 8.82 (d, 1H), 7.64 (d, 1H); TLC: 10% EtOAc/ Hexanes (R 0.8).