Methanol → (S)-1-[4-(4-Amino-2-fluoro-phenyl)-piperazin-1-yl]-propan-2-ol

Participants

Reaction Steps

(S)-1-[4-(2-Fluoro-4-nitro-phenyl)-piperazin-1-yl]-propan-2-ol (0.583 g, 0.00206 mol) was combined with Methanol (42 mL, 1.0 mol) in a flask. The solution was passed through a 10% Pd/C CatCart (30×4 mm) in an H-cube hydrogenator at 10 bar, 30° C. for 3 hours. The reaction was concentrated and triturated with ether to yield a brown solid, (S)-1-[4-(4-Amino-2-fluoro-phenyl)-piperazin-1-yl]-propan-2-ol (425 mg, 82%). LCMS: m/z=254.09 (M+H+); 1H NMR (400 MHz, DMSO-d6) δ 6.75 (m, 1H), 6.30 (m, 2H), 4.95 (s, 2H), 4.29 (d, 1H, J=3.4 Hz), 3.77 (m, 1H), 2.81 (m, 4H), 2.22 (m, 2H), 1.04 (d, 3H, J=6.1 Hz).

Provenance & Evidence