Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 69056193 | HCID 69056193 | — |
| Product | HCID 69054150 | HCID 69054150 | 80% |
Reaction Steps
To a solution of (3aR,9bS)-tert-butyl 4-(2-(methylamino)-2-oxoethyl)-5-oxo-6-(trifluoromethyl)-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate (30 mg, 0.07 mmol) in 4 mL of 1,4-dioxane was added 1 mL of 12N HCl. The resulting solution was stirred at ambient temperature for 1 h and then was concentrated. The residue was azeotroped with toluene and dried in vacuo to afford a foam. This foam was triturated 3× with ether and dried in vacuo to afford 20 mg (80%) of the title compound of Example 19 as a pale yellow powder. 1H NMR (DMSO-D6): δ 9.73 and 9.61 (broad singlets, 2H), 8.08 (m, 1H), 7.86 (d, 1H, J=8.3 Hz), 7.76 (t, 1H, J=7.7 Hz), 7.58 (d, 1H, J=7.2 Hz), 4.12 (s, 2H), 4.02-3.95 (m, 2H), 3.70-3.60 (m, 2H), 3.35-3.25 (m, 2H), 2.60 (d, 3H, J=5.0 Hz). LRMS (ESI): 328.17 (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-ad388c428c9447718c875cd464050652 |
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| Source note | uspto-grants-2009_08 |
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