Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 46209506 | HCID 46209506 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66636934 | HCID 66636934 | 97.6% |
Reaction Steps
To a solution of N-[((1S,4S,6S)-3-{[6-methyl-3-(propyloxy)-2-pyridinyl]carbonyl}-3-azabicyclo[4.1.0]hept-4-yl)methyl]-5-(trifluoromethyl)-2-pyridinamine (0.036 g) in DCM (1 ml) was added HCl (1 M in Et2O) (0.161 ml, 0.161 mmol) and stirred for 30 minutes. The solvents were removed under reduced pressure to give a yellowish solid, which was triturated with Et2O (3×1 ml). The solvent was removed by suction and the residue was dried under vacuum at 40° C. overnight to yield the title compound E1 (0.038 g) as white solid. HPLC (walk-up): rt=4.48 min MS: (ES/+) m/z: 449 (M+1−HCl). C23H27F3N4O2HCl requires 484. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.29-8.45 (m, 1 H), 7.77-7.89 (m, 1 H), 7.58-7.66 (m, 2 H), 7.33-7.42 (m, 1 H), 6.85-7.04 (m, 1 H), 4.13-4.21 (m, 1 H), 3.95-4.02 (m, 2 H), 3.37-3.70 (m, 3 H), 2.60-2.74 (m, 1 H), 2.38-2.48 (m, 4 H), 1.56-1.73 (m, 2 H), 1.02-1.32 (m, 2 H), 0.82-0.96 (m, 4 H), 0.64-0.73 (m, 1 H), 0.20-0.28 (m, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08133908B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-43dbde207a674c19b6b2f64252593e78 |
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| Source note | uspto-grants-2012_03 |
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