Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Fluoro-3-methylphenol | HCID 2737394 | — |
| Reactant | HCID 86728473 | HCID 86728473 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 78322475 | HCID 78322475 | 43% |
Reaction Steps
Cs2CO3 (651.6 mg, 2 mmol) was added to a solution of 2-fluoro-N-(2-oxo-1,2-dihydropyridin-4-yl)-5-(trifluoromethoxy)benzamide (63.2 mg, 0.2 mmol) and 4-fluoro-3-methylphenol (252.3 mg, 2 mmol) in DMF (1 mL) and the reaction was stirred at 100° C. for 1 hours. The reaction was filtered and purified by reverse phase HPLC using a gradient of acetonitrile in water (10-99%) and HCl as a modifier to yield 2-(4-fluoro-2-methylphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)-5-(trifluoromethoxy)benzamide (40) (36.3 mg, 43%). ESI-MS m/z calc. 422.09. found 423.9 (M+1)+; Retention time: 1.64 minutes (3 minutes run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051270B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-2598faa580e645848ae78ac908e455a8 |
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| Source note | uspto-grants-2015_06 |
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