Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-2-pyridinecarbonitrile | HCID 693342 | — |
| Reactant | HCID 58674384 | HCID 58674384 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58674598 | HCID 58674598 | 68.6% |
Reaction Steps
(E)-N-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(3-hydroxyphenyl)-2-methylacrylamide (1.0 g, 2.81 mmol), 4-chloropicolinonitrile (428 mg, 3.09 mmol) and cesium carbonate (2.75 g, 8.43 mmol) were combined and stirred in DMF. The reaction mixture was heated at 100° C. overnight and then cooled to rt. The mixture was filtered to remove cesium carbonate, the collected precipitate was washed with EtOAc, and the combined filtrate was concentrated. Purification by column chromatography (SiO2, 0-80% EtOAc in hexanes) provided the title compound (883 mg). LCMS, FA: Rt=2.15 min, [MH+ 458.0].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07652041B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-b2186a9509ec4aa4be9f74fe6ad6b612 |
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| Source note | uspto-grants-2010_01 |
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