Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 69053071 | HCID 69053071 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 11673444 | HCID 11673444 | 71% |
Reaction Steps
To a solution of (3aS,9bR)-tert-butyl 8-ethyl-6-fluoro-5-oxo-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the second eluting peak from Example 47, Part D, (60 mg, 0.18 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 35 mg (71%) of the title compound of Example 48 as a white solid. 1H NMR (DMSO-D6): δ 10.12 (broad s, 1H), 10.00 (broad s, 1H), 8.64 (s, 1H), 7.09 (d, 1H), 6.96 (s, 1H), 3.88-3.82 (m, 1H), 3.61-3.55 (m, 1H), 3.48-3.43 (m, 1H), 3.26-3.20 (m, 1H), 3.18-3.12 (m, 1H), 3.09-3.02 (m, 1H), 2.63 (q, 2H, J=7.7 Hz), 1.18 (t, 3H, J=7.7 Hz). LRMS (ESI): 235.2 (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-02cfb5fc7fc748a591ca37ceec0c1136 |
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| Source note | uspto-grants-2009_08 |
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