Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenacylamine | HCID 11952 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86634654 | HCID 86634654 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57896683 | HCID 57896683 | 100% |
Reaction Steps
To a solution of 1-(4-(trifluoromethyl)phenylsulfonyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carbonyl chloride (100 mg, 0.246 mmol), in THF (5 mL) was added 2-amino-1-phenylethanone (34.9 mg, 0.258 mmol), and DIPEA (0.086 mL, 0.492 mmol). The reaction was stirred for 2 hours at room temperature. The reaction mixture was diluted with EtOAc (10 mL) and washed with saturated aqueous NaHCO3 (5 mL). The aqueous layer was back extracted with EtOAc (2×5 mL). Combined the organic layers were dried over Na2SO4, filtered and concentrated in vacuo to provide N-(2-oxo-2-phenylethyl)-1-(4-(trifluoromethyl)phenylsulfonyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carboxamide (115 mg, 0.246 mmol, 93%) as a light brown oil. The material was used without further purification. LCMS (+ESI) m/z=506.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960377B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-b9d4b9ca43b94df1836226459ba263ec |
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| Source note | uspto-grants-2011_06 |
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