HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → [5-Methyl-2-[3-(trifluoromethyl)-1h-pyrazol-1-yl]-4-pyrimidinyl][3-(trifluoromethyl)phenyl]methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Trifluoromethyl)pyrazole | HCID 1807034 | — |
| Reactant | (2-Chloro-5-methyl-4-pyrimidinyl)[3-(trifluoromethyl)phenyl]methanone | HCID 18628524 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | [5-Methyl-2-[3-(trifluoromethyl)-1h-pyrazol-1-yl]-4-pyrimidinyl][3-(trifluoromethyl)phenyl]methanone | HCID 18628526 | 16.3% |
Reaction Steps
The title compound of Step A (0.6 g, 2 mmol), 3-trifluoromethylpyrazole (0.25 g), and potassium carbonate (0.8 g, 6 mmol) were suspended in acetonitrile (15 mL) and heated at reflux for 3 h. The cooled reaction mixture was filtered and the cake washed with acetonitrile. After evaporation of the solvent under reduced pressure, the residue was subjected to silica gel chromatography using hexanes/ethyl acetate (85:15) to give 0.12 g of the title compound of Step B, a compound of the invention, as a white solid. 1H NMR (CDCl3/200 MHz) 2.45 (s, 3H), 6.75 (d, 1H), 7.67 (d, 1H), 7.92 (d, 1H), 8.10 (s, 1H), 8.27 (s, 1H), 8.54 (d, 1H), 8.9 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525001B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-0937343c6c8b4ab09c59e494c9bdf640 |
| Source note | uspto-grants-2003_02 |