Sodium Carbonate → HCID 66697843, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl 1-(2-fluoropyridin-3-yl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazole-3-carboxylate (767 mg), 3-bromobenzenethiol (567 mg) and sodium carbonate (424 mg) in toluene (10 mL) was sufficiently deaerated, tris(dibenzylideneacetone)dipalladium(0) (92 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (116 mg) were added, and the mixture was further deaerated. Under an argon atmosphere at 110° C., the reaction mixture was stirred for 16 hr, and allowed to cool to room temperature. Ethyl acetate was added and the mixture was filtered through a basic silica gel pad. The filtrate was concentrated under reduced pressure, and 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 (yield 869 mg).

Provenance & Evidence