Sodium Carbonate → HCID 66697819, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl 1-(2-fluoropyridin-3-yl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazole-3-carboxylate (351 mg), 4-methoxybenzenethiol (141 mg) and sodium carbonate (146 mg) in toluene (5 ml) was sufficiently deaerated, tris(dibenzylideneacetone)dipalladium(0) (17 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (21 mg) were added, and the mixture was further deaerated. Under an argon atmosphere at 110° C., the mixture was stirred for 13 hr, and allowed to cool to room temperature. Ethyl acetate was added, and the mixture was filtered through a silica gel pad. The organic layer of the filtrate was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=9:1→2:1) to give the title compound as a crude yellow oil.

Provenance & Evidence