Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Fluoro-2-nitrotoluene | HCID 94956 | — |
| Reactant | HCID 86628992 | HCID 86628992 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57625526 | HCID 57625526 | 106.9% |
Reaction Steps
To a solution of 5-fluoro-2-nitrotoluene (0.27 g, 2.25 mmol) in DMF (4.0 mL) was added 4-(4-(trifluoromethyl)phenyl-pyridin-2(1H)-one (0.45 g, 1.87 mmol) and Cs2CO3 (0.67 g, 2.1 mmol), and the reaction was heated to 85° C. for 18 h. The reaction mixture was cooled, H2O (20 mL) was added, and the mixture was stirred for 20 min. The resulting solids were collected by filtration and washed with H2O (10 mL). Flash chromatography (silica gel, hexanes/EtOAc, 10:1 to 3:1) yielded the title compound (0.45 g, 65%) as a yellow solid: 1H NMR (300 MHz, DMSO-d6) δ 8.33 (d, J=5.4 Hz, 1H), 8.12-7.89 (m, 5H), 7.65-7.60 (m, 2H), 7.33-7.22 (m, 2H), 2.55 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273770B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-43e869bbf4b3442eadbc931b256e1332 |
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| Source note | uspto-grants-2012_09 |
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