Piperidinium acetate → (2S)-2-[[(5Z)-5-[[1-[[2,4-bis(trifluoromethyl)phenyl]methyl]piperidin-4-yl]methylidene]-2-oxo-1,3-thiazol-4-yl]amino]-3-hydroxy-N,N,3-trimethylbutanamide

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-hydroxy-N,N-dimethyl-N2-(2-oxo-2,5-dihydro-1,3-thiazol-4-yl)-L-valinamide (300 mg) and 1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (392 mg) in 2-propanol (5 mL) was added piperidinium acetate (168 mg) at room temperature. The reaction mixture was stirred at 60° C. overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) and recrystallized from ethyl acetate/heptane to give the title compound (170 mg).

Provenance & Evidence