Hydrochloric Acid → HCID 86759086, compound

Participants

Reaction Steps

Hydrogen chloride gas was bubbled through a cold (0° C.) solution of (2R,4R)-4-[2-hydroxycarbamoyl-1-(4-methoxy-benzenesulfonyl)-piperidine-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester (420 mg, 0.8 mmol) for 10 minutes. After an additional 20 minutes the mixture was concentrated to provide (2R, 4R)-1-(4-methoxy-benzenesulfonyl)-4-(piperazine-1-carbonyl)-piperidine-2-carboxylic acid hydroxyamide hydrochloride as a colorless solid: Mass spectrum (atmospheric pressure chemical ionization; basic mode) m/z (M+H) 427, 366; 1H NMR (dimethyl sulfoxide-d6, 400 MHz, ppm) δ 10.70 (bd, 1 H, J=2.7 Hz), 9.06 (bs, 2 H), 8.84 (bs, 1 H), 7.70 (dd, 2 H, J=8.9, 2.9 Hz), 7.06 (dd, 2 H, J=8.9, 2.9 Hz); 4.42 (bs, 1 H), 3.80 (s, 3 H), 3.80-3.20 (m, 6 H), 3.04 (m, 4 H), 2.76 (m, 1 H), 1.79 (bd, 1 H, J=13.5 Hz), 1.52 (bd, 1 H, J=12.6 Hz), 1.32 (m, 1 H), 1.14 (m, 1H).

Provenance & Evidence