Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | O-Methylhydroxylamine hydrochloride | HCID 521874 | — |
| Reactant | HCID 90111877 | HCID 90111877 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 90111905 | HCID 90111905 | 89.4% |
Reaction Steps
To a stirred solution of N-[6-(5-fluoropyrimidin-2-yl)-7a-(3-pyridyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazin-2-yl]benzamide (110 mg, 0.210 mmol) in ethanol (10 mL) are added pyridine (187 μL 2.31 mmol) and O-methylhydroxylamine hydrochloride (143 mg, 1.68 mmol). The mixture is heated at 70° C. with stirring for 17 hours. The solvent is removed under reduced pressure. The residue is purified by silica gel chromatography using a 0-10% gradient of 0.14 M ammonia/methanol solution in dichloromethane to give the title compound (62 mg, 89%). ES/MS (m/e): 331 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09328124B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-4ccd2433e89f4e778e9e73294f4c7295 |
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| Source note | uspto-grants-2016_05 |
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