Hydrochloric Acid → HCID 68455869, compound

Participants

Reaction Steps

To a solution of (S)—N-(1-azabicyclo[2.2.2]oct-3-yl)-2-(4-methylthiazol-5-yl)benzoxazole-4-carboxamide (45 mg, 0.12 mmol) in methanol (2.0 mL) was added a solution of HCl in diethyl ether (1 N, 1.5 mL, 1.5 mmol) at room temperature slowly. The reaction mixture was diluted with diethyl ether. The resulting solid was filtered and washed with diethyl ether to afford (S)—N-(1-azabicyclo[2.2.2]oct-3-yl)-2-(4-methylthiazol-5-yl)benzoxazole-4-carboxamide hydrochloride (40 mg, 74%) as a light yellow solid: 1H NMR (500 MHz, DMSO-d6) δ 10.46 (s, 1H), 9.35 (s, 1H), 9.10 (d, J=6.3 Hz, 1H), 8.05 (dd, J=8.2, 0.9 Hz, 1H), 7.94 (dd, J=7.7, 0.9 Hz, 1H), 7.58 (t, J=8.0 Hz, 1H), 4.44-4.40 (m, 1H), 3.64-3.55 (m, 1H), 3.35-3.15 (m, 5H), 2.91 (s, 3H), 2.33-2.25 (m, 2H), 2.00-1.95 (m, 3H); MS (ESI+) m/z 369 (M+H); HPLC>99% (AUC), tR=12.05 min.

Provenance & Evidence