Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | HCID 86628744 | HCID 86628744 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 25234154 | HCID 25234154 | 88% |
Reaction Steps
To a suspension of 4-(4-fluorophenylsulfonyl)-3,4-dihydro-2H-benzo[b][1,4]thiazine-6-carbonyl chloride (0.027 g, 72.6 μmol) in DCE (1 mL) was added morpholine (15.97 μL, 182 μmol) and pyridine (350 μL). The reaction was heated to 70° C. and stirred at that temperature for 16 hours. LCMS analysis of the reaction mixture indicated complete consumption of starting material. The resulting solid was purified by flash column chromatography using a gradient elution of hexanes with 0-60% EtOAc to provide (4-(4-fluorophenylsulfonyl)-3,4-dihydro-2H-benzo[b][1,4]thiazin-6-yl)(morpholino)methanone (21.8 mg, 49.3 μmol, 88% yield for 2 steps) as off-white solid. LCMS (+ESI) m/z=423.5 [M+H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960376B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-6f2755bc259b4d75b5d2e35f7f614189 |
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| Source note | uspto-grants-2011_06 |
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