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ChemicalBook CAS DataBase List 4-Chloro-6-trifluoromethylpyrimidine

4-Chloro-6-trifluoromethylpyrimidine synthesis

2synthesis methods
-

Yield:37552-81-1 21.6%

Reaction Conditions:

with quinoline;trichlorophosphate in toluene at 100; for 5 h;

Steps:

28.A
A solution of 6-(trifluoromethyl)pyrimidin-4-ol (5.0 g, 30.5 mmol), phosphoryl chloride (3.41 mL, 36.6 mmol), and quinoline (2.16 mL, 18.3 mmol) in toluene (50 mL) was stirred at 100° C. for 5 h. The reaction was diluted with water and extracted with ethyl acetate three times, dried with sodium sulfate, filtered, and concentrated in vacuo. The crude residue was purified by flash column chromatography (10% EtOAc/Hexane) to yield the desired product (1.20 g, 21.6%). 1H NMR (400 MHz, CDCl3): 9.21 ppm (1H, s), 7.78 (1H, s).

References:

Xue, Chu-Biao;Zheng, Changsheng;Feng, Hao;Xia, Michael;Glenn, Joseph;Cao, Ganfeng.;Metcalf, Brian W. US2006/4018, 2006, A1 Location in patent:Page/Page column 39-40

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