tert-Butyl N-1-[6-(trifluoromethyl)pyrimidin-4-yl]piperidin-4-ylcarbamate synthesis

Yield:1329672-93-6 92%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in 1-methyl-pyrrolidin-2-one; for 0.5 h;

Steps:

174.a

a) tert-Butyl 1-(6-(trifluoromethyl)pyrimidin-4-yl)piperidin-4-ylcarbamate; To a mixture of 4-chloro-6-(trifluoromethyl)pyrimidine (0.82 g, 4.49 mmol) and Boc-4-aminopiperidine (1.17 g, 5.84 mmol) in NMP (5.7 mL) was added DIPEA (1.10 mL, 6.29 mmol) and after 30 minutes the mixture was poured into water and extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and evaporated. Purification by chromatography (silica gel, 70 g, 0 to 50% ethyl acetate in heptane) afforded the title compound (1.43 g, 92%) as a white solid. MS ISP (m/e): 347.2 [(M+H)⁺].

References:

US2011/201605,2011,A1 Location in patent:Page/Page column 83