Hydrochloric Acid → HCID 68611444, compound

Participants

Reaction Steps

Hydrochloric acid (2M, 0.77 mL, 4.5 equiv.) was added to a solution of 3-[(2(R)-azetidinyl)methoxy]-5-[4-[2-(benzyloxy)ethyl]-1-piperidinyl]pyridine (130 mg, 0.34 mmol) in methanol/water (⅕ mL) under N2. The solution was stirred overnight at room temperature and lyophilized. The lyophilization process was repeated three times to afford the hydrochloride (150 mg) as a yellow solid. 1H NMR (D2O, 300 MHz) δ 7.93 (s, 1H), 7.78 (s, 1H), 7.45 (s, 1H), 7.34 (s, 5H), 4.92-4.87 (s, 1H), 4.48 (s, 2H), 4.43-4.41 (m, 2H), 4.10-3.99 (m, 2H), 3.78-3.73 (m, 2H), 3.59-3.55 (m, 2H), 2.97-2.89 (t, 2H, J=12.0 Hz), 2.62 (dd, 2H, J=8.4 Hz), 1.74-1.69 (m, 2H), 1.61-1.58 (m, 1H), 1.53-1.47 (m, 2H), 1.26-1.19 (m, 2H). LC-MS (ESI) m/z 382 (M+H+). Anal. Calcd. for C23H31N3O2.2.3HCl.1.45H2O: C, 56.21; H, 7.42; N, 8.55; Cl, 16.59. Found: C, 56.31; H, 7.63; N, 8.56; Cl, 16.75.

Provenance & Evidence