(4-Methylpiperazin-1-yl)(4-nitrophenyl)methanone → (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone

Participants

Reaction Steps

(4-Methylpiperazin-1-yl)(4-nitrophenyl)methanone (31.5 g, 126 mmol) was dissolved in methanol (150 ml) and transferred into a 500-ml PARR flask. The PARR flask was flushed with nitrogen, then 500 mg Pd/C (10% Pd) were added. The flask was flushed with nitrogen, then hydrogen, then shaken under a pressure of 50 psi of hydrogen for 17 hours. The mixture was filtered through CELITE®, the solid washed with MeOH and concentrated to give 27.2 g beige solid ((4-aminophenyl)(4-methylpiperazin-1-yl)methanone. MS (ESI) m/z 220 (M+H). 1H NMR (CDCl3) δ ppm 7.25 (d, 2H, J=7.6), 6.64 (d, 2H, J=7.6), 3.86 (bs, 2H), 3.63 (bs, 4H), 2.40 (bs, 4H), 2.30 (s, 3H).

Provenance & Evidence