Hydrochloric Acid → 1-[3-[5-[(2(S)-Azetidinyl)methoxy]-3-pyridyl]phenyl]-3-phenyl-2(S)-propanol Hydrochloride

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Reaction Steps

To a solution of 1-[3-[5-[(2(S)-azetidinyl)methoxy]-3-pyridyl]phenyl]-3-phenyl-2(S)-propanol (130 mg, 0.35 mmol) in methanol (1 mL) was added 2M hydrochloric acid (0.53 mL) at 0° C. under N2. The solution was stirred for 2 h at room temperature and then evaporated. Water (8 mL) was added to dissolve the residue, and the solution was lyophilized. The residue was dissolved in 12 mL of water, and the solution was re-lyophilized to give the hydrochloride (145 mg) as a colorless solid. 1H NMR (D2O, 300 MHz) δ 8.65 (br s, 1H), 8.49 (br s, 1H), 8.35 (br s, 1H), 7.57-7.46 (m, 3H), 7.42 (m, 1H), 7.33-7.22 (m, 5H), 4.96 (m, 1H), 4.57 (d, 2H, J=3.9 Hz), 4.17-4.03 (m, 3H), 2.99-2.62 (m, 6H). LC-MS (ESI) m/z 375 (M+H+). Anal. Calcd. for C24H26N2O2.2.1HCl.1.25H2O: C, 60.87; H, 6.51; N, 5.92; Cl, 15.72. Found: C, 60.87; H, 6.50; N, 5.85; Cl, 15.61.

Provenance & Evidence