HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 11711808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | N-[4-Chloro-3-(trifluoromethyl)phenyl]-3-hydroxybenzenepropanamide | HCID 58674349 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11711808 | HCID 11711808 | 77% |
Reaction Steps
A solution of N-[4-chloro-3-(trifluoromethyl)phenyl]-3-(3-hydroxyphenyl)propanamide (1.63 g, 4.70 mmol), 2,4-dichloropyrimidine (0.883 g, 5.90 mmol) and cesium carbonate (2.32 g, 7.10 mmol) in THF (60 mL) containing a drop of DMF was heated at reflux overnight. After cooling to rt, the reaction mixture was diluted with water and extracted with EtOAc. The combined organic solutions were washed with brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography to give the title compound (1.60 g, 77%). LCMS, FA: Rt=1.28 min, [MH+ 520.2].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652041B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-e529e2b52e3c4b3fba30363a8fb9645d |
| Source note | uspto-grants-2010_01 |