3-cyclopentyl-2-(4-nitro-phenyl)-N-pyridin-2-yl-propionamide → 2-(4-amino-phenyl)-3-cyclopentyl-N-pyridin-2-yl-propionamide

Participants

Reaction Steps

A solution of 3-cyclopentyl-2-(4-nitro-phenyl)-N-pyridin-2-yl-propionamide (130 mg, 0.38 mmol) in ethyl acetate (50 mL) and methanol (5 mL) was treated with 10% palladium on activated carbon (50 mg). The reaction mixture was shaken under 60 psi of hydrogen gas at 25° C. for 18 h. The catalyst was then removed by filtration through a pad of celite and washed with ethyl acetate. The filtrate was concentrated in vacuo to afford 2-(4-amino-phenyl)-3-cyclopentyl-N-pyridin-2-yl-propionamide (99.9 mg, 84.3%) as a tan oil: EI-HRMS m/e calcd for C21H23N3O (M+) 309.1841, found 309.1849.

Provenance & Evidence