Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 69056746 | HCID 69056746 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 11659330 | HCID 11659330 | 85% |
Reaction Steps
To a solution of the second eluting compound from Example 7, Part B, tentatively assigned as (3aS,9bR)-tert-butyl 4-oxo-6-(trifluoromethyl)-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]quinoline-2(9bH)-carboxylate (50 mg, 0.14 mmol) in 4 mL of ether was added 1 mL of 12 N HCl. The resulting mixture was stirred at ambient temperature for 15 min and then was concentrated and dried in vacuo to a solid. This solid was triturated twice with ether and dried in vacuo to afford 35 mg (85%) of the title compound of Example 8 as a white solid. 1H NMR (DMSO-D6): δ 9.73 (s, 1H), 9.66 (broad s, 1H), 9.54 (broad s, 1H), 7.62 (d, 1H), 7.50 (d, 1H), 7.25 (t, 1H), 3.96-3.90 (m, 1H), 3.55-3.42 (overlapping m, 2H), 3.32-3.22 (overlapping m, 2H), 3.10-3.00 (m, 1H). LRMS (ESI): 257.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07618980B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-4a8974abb2244566a654d86cba75a242 |
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| Source note | uspto-grants-2009_11 |
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