(5R)-5-[(5-Chloro-6-methoxypyridin-2-yl)ethynyl]pyrrolidin-2-one → (5R)-5-[(Z)-2-(5-chloro-6-methoxypyridin-2-yl)ethenyl]pyrrolidin-2-one

Participants

Reaction Steps

Lindlar catalyst (50 mg) was added to a solution of (5R)-5-[(5-chloro-6-methoxypyridin-2-yl)ethynyl]pyrrolidin-2-one (232 mg) in methanol (5 mL), and the mixture was stirred at room temperature for eight hours in a hydrogen atmosphere. The reaction solution was filtered through celite, and then the solvent was evaporated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1→0:1) to give the title compound as a colorless oil (166 mg, 71%).

Provenance & Evidence