Ammonium formate → HCID 66905663, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 488 mg of methyl rel-2-chloro-5-fluoro-6-[(3R,4R)-4-(hydroxymethyl)-3-phenylpiperidin-1-yl]nicotinate, 428 mg of ammonium formate, and 12 mL of methanol was added 70 mg of 10% palladium/carbon while suspending it in 1 mL of water and 6 mL of methanol. The reaction mixture was vigorously stirred at 60° C. for 2 hours. After cooling to room temperature, the insolubles were filtered on a celite layer, and the filtrate was concentrated under reduced pressure. To the obtained residue was added chloroform, followed by washing with saturated aqueous sodium bicarbonate The organic layer was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 283 mg of methyl rel-5-fluoro-6-[(3R,4R)-4-(hydroxymethyl)-3-phenylpiperidin-1-yl]nicotinate as a colorless foamy substance.

Provenance & Evidence