HCID 66710890, compound → (2S)-1-[4-(4-Aminophenyl)piperazin-1-yl]propan-2-ol

Participants

Reaction Steps

(S)-1-[4-(4-Nitro-phenyl)-piperazin-1-yl]-propan-2-ol (1.60 g, 0.00603 mol) was dissolved in Methanol (35.0 mL) and the solution was carefully added to a Parr vessel containing 10% Palladium on Carbon (90.10, carbon black. Palladium, 0.500 g, 0.0375 mol) under nitrogen. The reaction was then placed on a Parr hydrogenator and was allowed to shake until uptake of hydrogen had ceased (overnight). Catalyst was removed via filtration and filtrate was reduced en vacuo to afford 1.25 g of (5)-1-[4-(4-Amino-phenyl)-piperazin-1-yl]-propan-2-ol as a white powder. (M+H)=236.21. 1H NMR (400 MHz, DMSO, d6) δ 6.66 (d, 2H, J=8.72 Hz), 6.48 (d, 2H, J=8.72 Hz), 4.53 (s, 2H), 4.26 (d, 1H, J=4.00 Hz), 3.77 (m, 1H), 2.88 (m, 4H), 2.54 (m, 4H), 2.26 (m, 1H), 2.18 (m, 1H), 1.04 (d, 3H, J=6.17 Hz).

Provenance & Evidence