Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 69056703 | HCID 69056703 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69055271 | HCID 69055271 | 79% |
Reaction Steps
To a solution of (3aR,9bS)-tert-butyl 8-ethyl-6-methyl-5-oxo-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the first eluting compound from Part B above, (48 mg, 0.15 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. The residue was dissolved in 1 mL distilled water, filtered, and lyophilized to afford 30 mg (79%) of the title compound of Example 74 as a white powder. 1H NMR (DMSO-d6): δ 9.40 (broad s, 2H), 8.47 (s, 1H), 7.07 (s, 1H), 6.89 (s, 1H), 3.87-3.82 (m, 1H), 3.52-3.46 (m, 1H), 3.45-3.40 (m, 1H), 3.21-3.10 (overlapping m, 2H), 3.07-3.01 (m, 1H), 2.58 (q, 2H, J=7.5 Hz), 2.54 (s, 3H), 1.18 (t, 3H, J=7.7 Hz). LRMS (ESI): 231.2 (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-28a4498ed7b2431ba86f05f3b329ee87 |
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| Source note | uspto-grants-2009_08 |
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