Methyl 3-[4-(4-nitrophenyl)piperazinyl]propanoate → Methyl 3-[4-(4-aminophenyl)piperazin-1-yl]propanoate

Participants

Reaction Steps

A mixture of the compound from step 1 (1.8 g), Pd/C (5%, 0.3 g) and ethanol (150 ml) was stirred at ambient temperature under hydrogen (1 atm) for 16 h. The reaction mixture was filtered and the solvent was removed under vacuum to furnish the title compound as a light tan solid (1.52 g, 94.6%): MS (ESI) m/z 264 (M+H); 1H NMR (400 MHz, CDCl3) δ 2.55 (t, J=7.2 Hz, 2H), 2.65 (t, J=4.8 Hz, 4H), 2.77 (t, J=7.2 Hz, 2H), 3.05 (br, 4H), 3.70 (s, 3H), 6.80-6.83 (m, 2H), 8.11-8.14 (m, 2H).

Provenance & Evidence