Hydrochloric Acid → HCID 68612458, compound

Participants

Reaction Steps

To a solution of 3-[3(R)-[3-(benzyloxy)propyl]-1-pyrrolidinyl]-5-[(2(S)-pyrrolidinyl)methoxy]pyridine (210 mg, 0.53 mmol) in methanol (0.4 mL) was added 2 N hydrochloric acid (0.88 mL, 3.3 equiv.) under N2. The mixture was stirred for 4 h at room temperature. After evaporation in vacuo, the residue was diluted with water (12 mL) and lyophilized. The lyophilization process was repeated three times to obtain the hydrochloride (250 mg) as a yellowish solid. 1H NMR (D2O, 300 MHz) δ 7.56 (s, 1H), 7.51 (s, 1H), 7.37-7.27 (m, 5H), 6.92 (s, 1H), 4.48 (s, 2H), 4.47 (dd, 1H , J=6.6, 9.9 Hz), 4.25 (dd, 1H, J=7.5, 10.5 Hz), 4.07-4.03 (m, 1H), 3.54 (t, 2H, J=6.3 Hz), 3.45-3.24 (m, 5H), 2.89 (t, 1H, J=8.4 Hz), 2.03-1.95 (m, 5H), 1.91-1.80 (m, 1H), 1.74-1.51 (m, 3H), 1.48-1.38 (m, 2H). LC-MS (ESI) m/z 396 (M+H+). Anal. Calcd. for C24H33N3O2.2.05HCl.0.6H2O: C, 59.92; H, 7.59; N, 8.73; Cl, 15.11. Found: C, 59.86; H, 8.08; N, 8.63; Cl, 15.57.

Provenance & Evidence