Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59371616 | HCID 59371616 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68610538 | HCID 68610538 | — |
Reaction Steps
To a solution of 3-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-3(R)-pyrrolidinyl]-1-propanol (120 mg, 0.39 mmol) in methanol (0.3 mL) was added 2N hydrochloric acid (0.64 mL, 3.3 equiv.) under N2. The reaction 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 (150 mg) as a light-yellow solid. 1H NMR (D2O, 300 MHz) δ 7.56 (s, 1H), 7.53 (s, 1H), 6.95 (s, 1H), 4.44 (d, 1H, J=10.5 Hz), 4.24 (t, 1H, J=8.1 Hz), 4.06-4.04 (m, 1H), 3.57-3.26 (m, 7H), 2.92 (t, 1H, J=8.7 Hz, 1H), 2.32-1.98 (m, 5H), 1.97-1.83 (m, 1H), 1.68-1.54 (m, 5H). LC-MS (ESI) m/z 306 (M+H+). Anal. Calcd. for C17H27N3O2.2.3HCl.1.0H2O: C, 50.13; H, 7.75; N, 10.32. Found: C, 50.15; H, 7.85; N, 10.20.
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-a01943ffc4cb422e91defea8c052524c |
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| Source note | uspto-grants-2013_05 |
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