Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Fluoro-2-methoxyphenol | HCID 2737368 | — |
| Reactant | HCID 86728471 | HCID 86728471 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86728488 | HCID 86728488 | 35.3% |
Reaction Steps
Cs2CO3 (651.4 mg, 2.0 mmol) was added to a solution of 4-cyano-2-fluoro-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamide (51.4 mg, 0.2 mmol) and 4-fluoro-2-methoxyphenol (244 μL, 2.0 mmol) in DMF (1 mL) and the reaction was stirred at 100° C. for 1 hour. 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 4-cyano-2-(4-fluoro-2-methoxyphenoxy)-N-(2-oxo-1,2-dihydropyridin-4-yl)benzamide (22) (26.8 mg, 35%). ESI-MS m/z calc. 379.10. found 380.17 (M+1)+; Retention time: 1.30 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-55eb92b90ecd4e28a7c7bc7beb0f74b7 |
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| Source note | uspto-grants-2015_06 |
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