Hydrochloric Acid → N-[5-chloro-2-(1H-tetraazol-1-yl)benzyl]-L-prolinamide

Participants

Reaction Steps

To a stirred, cold (0° C.) solution of 1-(tert-butoxycarbonyl)-N-[2-(1H-tetraazol-1-yl)-5-(trifluoromethyl)benzyl]-L-prolinamide (92 mg, 0.209 mmol) in EtOAc (1 mL) was added a freshly-prepared, saturated solution of HCl in EtOAc (6 mL). The mixture was stirred at room temperature for 2 h. The solvent was removed in vacuo and the residue azeotroped with diethyl ether to afford the hydrochloride salt of the title compound as an off-white solid. 1H NMR (400 MHz, CD3OD): δ 9.66 (s, 1H), 8.83 (s, 1H), 7.98 (s, 1H), 7.91 (d, J=8.0 Hz, 1H), 7.77 (d, J=8.0 Hz, 1 H), 4.66–4.40 (m, 2H), 4.20 (apparent t, J=8.0 Hz, 1H), 3.40–3.35 (m, 2H), 2.41–2.33 (m, 1H), 2.06–1.88 (m, 3H). LCMS (M+H): 341.1.

Provenance & Evidence