Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 46191352 | HCID 46191352 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68611716 | HCID 68611716 | — |
Reaction Steps
To a solution of 3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine (118 mg, 0.30 mmol) in methanol (1 mL) was added 2M hydrochloric acid (2 mL) at 0° C. under N2. The solution was stirred for 2 h at room temperature and evaporated. The residue was dissolved in 8 mL of water and lyophilized. The lyophilization process was repeated three times to give the hydrochloride (122 mg) as a colorless solid. 1H NMR (D2O, 300 MHz) δ 8.63 (br s, 1H), 8.49 (br s, 1H), 8.32 (br s, 1H), 7.56-7.38 (m, 4H), 7.31-7.20 (m, 5H), 4.96 (m, 1H), 4.57 (d, 2H, J=3.6 Hz), 4.17-4.02 (m, 2H), 3.85 (m, 1H) 3.19 (s, 3H), 2.92-2.63 (m, 6H). LC-MS (ESI) m/z 389 (M+H+). Anal. Calcd. for C25H28N2O2.2.15HCl.1.7H2O: C, 60.35; H, 6.80; N, 5.63; Cl, 15.32. Found: C, 60.44; H, 6.92; N, 5.57; Cl, 15.22.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08445684B2 |
|---|
| Source dataset | uspto-grants-2013_05 |
|---|
| ORD ID | ord-1fa28222030a4568bea281f9635caead |
|---|
| Source note | uspto-grants-2013_05 |
|---|