Propyl mercaptan → HCID 86081340, compound

Participants

Reaction Conditions

Reaction Steps

Add 2,6-dichloroisonicotinic acid methyl ester (4.12 g, 20.0 mmol), toluene (40 mL), palladium acetate (448 mg, 2.0 mmol), racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (1.25 g, 2.0 mmol) and cesium carbonate (7.82 g, 24.0 mmol) into a sealed vessel flushed with nitrogen. Slowly add propanethiol (2.2 mL, 24 mmol). Heat and stir the reaction mixture at 80° C. for 18 h. Cool to room temperature, dilute with diethyl ether and filter through a filtering agent. Concentrate the filtrate and purify (silica gel chromatography, 2:98 to 5:95 ethyl acetate:hexane) to give the title compound (55%).

Provenance & Evidence