Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59371410 | HCID 59371410 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68611714 | HCID 68611714 | — |
Reaction Steps
To a solution of 3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(R)-methoxy-3-phenylpropyl)phenyl]pyridine (175 mg, 0.45 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 (200 mg) as a colorless solid. 1H NMR (D2O, 300 MHz) δ 8.61 (s, 1H), 8.50 (s, 1H), 8.34 (s, 1H), 7.56-7.44 (m, 3H), 7.38-7.35 (m, 1H), 7.29-7.25 (m, 2H), 7.21-7.17 (m, 3H), 4.99-4.94 (m, 1H), 4.57 (d, 1H, J=3.9 Hz), 4.13-4.03 (m, 2H), 3.87-3.81 (m, 1H), 3.18 (s, 3H), 2.92-2.63 (m, 6H). LC-MS (ESI) m/z 389 (M+H+). Anal. Calcd. for C25H28N2O2.1.95HCl.1.15H2O: C, 62.51; H, 6.77; N, 5.83; Cl, 14.48. Found: C, 62.48; H, 6.82; N, 5.85; Cl, 14.48.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445684B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-c225a9e7a88349e0a210ea198d84fa13 |
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| Source note | uspto-grants-2013_05 |
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