Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 59618815 | HCID 59618815 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 72340372 | HCID 72340372 | — |
Reaction Steps
A mixture of 1-[6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-8-yl]ethanone (Example 454, 19 mg, 0.0378 mmol), hydroxylamine hydrochloride (2.9 mg, 0.042 mmol), pyridine (0.15 mL), and ethanol (0.15 mL) was heated in a microwave reactor at 160° C. for 10 min. The volatiles were removed, and the residue was triturated with hexane/DCM. The solid was collected and dried to provide the title compound. LC/MS: m/e 504.0 (M+H)+. 1H NMR (500 MHz, acetone-d6): δ 8.88 (1H, s), 8.45 (1H, s), 7.78 (1H, s), 7.73 (1H, d, J=7.5 Hz), 7.64 (1H, d, J=8.5 Hz), 7.27 (1H, d, J=8.4 Hz), 7.20 (2H, d, J=8.0 Hz), 7.14 (1H, d, J=7.3 Hz), 6.97 (2H, d, J=7.8 Hz), 4.70-4.95 (2H, br), 2.05 (3H, s), 1.23 (9H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153626B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-f8da0fc1183b49efa24c906a43c73fe6 |
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| Source note | uspto-grants-2012_04 |
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