Dimethylamine → HCID 10209934, compound

Participants

Reaction Steps

A solution (2M; 0.557 ml) of N,N-dimethylamine in THF and diethyl cyanophosphate (67.6 μl) were added to a solution of 3-[1-[4-[4-[[2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1,3-oxazol-4-yl]methoxy]phenyl]butyl]-1H-imidazol-2-yl]propionic acid (200 mg) in DMF (3 ml) at 0° C., and the mixture was stirred for 15 min. Triethylamine (77.6 μl) was added to the mixture at 0° C., and the mixture was stirred at room temperature for 16 hr. The reaction mixture was combined with water and extracted with ethyl acetate. The extract was successively washed with water and saturated brine and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent; dichloromethane to dichloromethane:methanol=20:1) and recrystallized from diethyl ether-ethyl acetate-hexane to give the titled compound (146 mg) as a colorless crystal powder.

Provenance & Evidence