Ammonia → CBz-D-phenylglycine 4-(1-methylpiperidin-4-yl)piperidinamide

Participants

Reaction Steps

To a solution of CBz-D-phenylglycine-4-[1-(Boc)piperidin-4-yl]piperidinamide (1.1 g, 2.5 mmol) in acetonitrile (40 ml) and aq. formaldehyde (10 ml) was added sodium cyanoborohydride (315 mg, 5 mmol) portionwise over 10 min. The reaction mixture was left to stir for 3 hours and then poured onto water (50 ml), containing conc ammonia solution (5 ml) and left to stir for 15 min. Extraction with ethyl acetate (100 ml), washing with brine and drying gave the title compound as a colourless oil (1.1 g, 97%).

Provenance & Evidence