Potassium Carbonate → 3-(2',4'-Dichloro-3-ethyl-biphenyl-4-ylmethylsulfanylmethyl)-pyrazine-2-carboxylic acid ethyl ester

Participants

Reaction Steps

To a solution of 3′-bromomethyl-2,4-dichloro-4′-ethyl-biphenyl (1 g) in ethanol (10 ml) was added potassium thioacetate (1.1 g, Aldrich 241776) and the mixture stirred for 1 hr. To this mixture was added potassium carbonate (0.442 g) and stirring was continued for a further hour. A solution of 3-bromomethyl-pyrazine-2-carboxylic acid ethyl ester (0.712 g) in ethanol (3 ml) was added to the reaction mixture and the reaction was stirred for a further 18 hr. The reaction was partitioned between chloroform and water. The organic layer was concentrated and the residue purified by chromatography on silica gel (eluent: 0-20% v/v ethyl acetate in dichloromethane) to give a 30% pure sample of 3-(2′,4′-dichloro-3-ethyl-biphenyl-4-ylmethylsulfanylmethyl)-pyrazine-2-carboxylic acid ethyl ester contaminated with 3-bromomethyl-pyrazine-2-carboxylic acid ethyl ester (0.300 g). MH+=461, RT=2.25 min (Method A).

Provenance & Evidence