Hydrazine → HCID 66863203, compound

Participants

Reaction Steps

To a mixture of [4-(3-amino-4-nitrophenyl)piperazin-1-yl](2-trifluoromethylphenyl)methanone (2.000 g, 5.070 mmol) and Raney Ni (0.5 mL) was added hydrazine (3 mL). The mixture was allowed to stir at room temperature for 5 h. The mixture was then filtered through celite, washed with ethyl acetate. The organic extracts were combined, washed with water and brine, concentrated, and purified by column chromatography to obtain the title compound in 88% yield (1.830 g). 1H NMR (300 MHz, CDCl3) 7.70 (d, 1H, J=7.7 Hz), 7.59 (t, 1H, J=7.3 Hz), 7.50 (t, 1H, J=7.4 Hz), 7.33 (d, 1H, J=7.5 Hz), 6.61 (d, 1H, J=8.3 Hz), 6.34 (d, 1H, J=2.5 Hz), 6.28 (dd, 1H, J=2.6, 8.3 Hz), 3.92 (dd, 1H, J=3.4, 6.1 Hz), 3.28 (t, 1H, J=5.1 Hz), 3.12-3.02 (m, 2H), 2.94-2.80 (m, 2H). MS (ES+) m/z 365.2 (M+1).

Provenance & Evidence