Hexane → 2-(3-oxocyclohexyl)-N-[2-[2-[[3-(trifluoromethyl)phenyl]sulfonyl]-ethylsulfanyl]-pyridin-3-yl]acetamide

Participants

Reaction Conditions

Reaction Steps

560 μl (4.23 mmol) 1-chloro-N,N,2-trimethylprop-1-en-1-amine were added at 0° C. to a solution of 550 mg (35.2 mmol) 2-(3-oxocyclohexyl)acetic acid in DCM (7 ml). After stirring for 15 min at 0° C., 1.5 g (4.23 mmol) [2-[2-[[3-(trifluoromethyl)phenyl]sulfonyl]-ethylsulfanyl]-pyridin-3-yl]amine (VPF-001) were added. Then the reaction solution was stirred for a further 16 h at 0° C. It was then diluted with water (30 ml) and extracted with DCM (3×50 ml). The combined organic phases were washed with water and brine, dried over Na2SO4, filtered and concentrated to small volume under vacuum. Column chromatography (hexane/EE 6:4) of the residue yielded 220 mg (0.44 mmol, 13%) 2-(3-oxocyclohexyl)-N-[2-[2-[[3-(trifluoromethyl)phenyl]sulfonyl]-ethylsulfanyl]-pyridin-3-yl]acetamide. MS: m/z 501.1 [M+H]+.

Provenance & Evidence