Pyridine → HCID 86644496, compound

Participants

Reaction Steps

0.5 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-hydroxypyrazole was dissolved in 20 mL of dichloromethane, and 0.44 g of 4-trifluoromethylbenzeneboronic acid, 0.47 g of triethylamine, 0.37 g of pyridine, 0.43 g of copper(II) acetate and 0.5 g of powdery molecular sieves 4 A were added, followed by stirring at room temperature for 12 hours. To this solution, ethyl acetate was added, followed by washing with a saturated aqueous solution of citric acid, and then the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, the obtained residue was dissolved in 10 mL of chloroform, and under cooling with ice, 80 mg of m-chloroperbenzoic acid (purity: 75%) was added. After stirring for one hour under cooling with ice, the solution was washed with an aqueous sodium thiosulfate solution and then washed with an aqueous sodium hydrogen carbonate solution, and then dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel column chromatography (developing solvent ethyl acetate:hexane=1:2) to obtain 0.15 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl}-3-{4-(trifluoromethyl)phenoxy}pyrazole.

Provenance & Evidence