Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 69057933 | HCID 69057933 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 11493483 | HCID 11493483 | 88% |
Reaction Steps
To a solution of (3aR,9bS)-tert-butyl 8-ethyl-5-oxo-6-(trifluoromethyl)-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the first eluting peak from Part H above, (55 mg, 0.14 mmol) in 2 mL of diethyl ether was added 1 mL of 12 N HCl. The resulting mixture was stirred vigorously for 5 min at ambient temperature and then was concentrated and dried in vacuo. The resulting white solid was triturated twice with diethyl ether and dried in vacuo to afford 40 mg (88%) of the title compound of Example 45 as a white solid. 1H NMR (DMSO-D6): δ 9.83 (broad s, 1H), 9.64 (broad s, 1H), 8.89 (s, 1H), 7.66 (s, 1H), 7.43 (s, 1H), 3.95-3.90 (m, 1H), 3.63-3.58 (m, 1H), 3.51-3.45 (m, 1H), 3.34-3.28 (m, 1H), 3.21-3.10 (m, 2H), 2.73 (q, 2H, J=7.7 Hz), 1.21 (t, 3H, J=7.7 Hz). LRMS (ESI): 285.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572805B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-69def50c2cff4f0591ed539ec4735f61 |
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| Source note | uspto-grants-2009_08 |
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