Ammonium formate → N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(3-methylpyrrolidin-3-yl)cyclohexanecarboxamide

Participants

Reaction Conditions

Reaction Steps

N-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide (1750 mg, 3.71 mmol) and ammonium formate (936 mg, 14.84 mmol) were combined in MeOH (37 mL). 10% Pd/C (350 mg, 3.288 mmol) was added as a slurry in MeOH and the reaction heated to 60° C. for 15 hours. The reaction mixture was filtered through a 0.45 um syringe-tip filter and concentrated in vacuo. The resulting material was partitioned between CH2Cl2 and satd. bicarb, the aqueous portion extracted 3×CH2Cl2, and the organic portion dried (Na2SO4) then concentrated in vacuo. This material was carried on without further purification. 1.5 g, 106%.

Provenance & Evidence