Diisopropylethylamine → N-[(S)-1-(3-methoxy-phenyl)ethyl]-4-pyridin-4-yl-benzamide

Participants

Reaction Steps

A mixture of 4-(pyridin-4-yl)benzoic acid (0.970 g, 4.87 mmol), (S)-1-(3-methoxyphenyl)ethanamine (0.884 g, 5.84 mmol), DIEA (1.7 ml, 9.8 mmol), and O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (1.87 g, 5.82 mmol) in DMF (10 ml) was stirred overnight, diluted with EtOAc, washed with 1N NaOH, sat NaHCO3, and brine, dried (Na2SO4), and chromatographed (20-85% EtOAc/dichloromethane) and triturated (Et2O) to give the title compound (1.075 g, 3.23 mmol) as a white solid.

Provenance & Evidence