Hydrochloric Acid → 5-[(2-chloro-4-fluorophenyl)acetyl]-1-(2,6-dichlorophenyl)pyridin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

To a mixture of zinc powder (208 mg) and ethylene glycol dimethyl ether (10 mL) were added 1,2-dibromoethane (20 mg) and 2-chloro-4-fluorobenzyl bromide (473 mg) and the mixture was stirred at 75° C. for 1 hour. The compound prepared in Example 5 and tetrakis(triphenylphosphine)-palladium (123 mg) were added hereto and the reaction mixture was stirred at same temperature for 15 minutes. The reaction mixture was added by hydrochloric acid (1 mol/L) and ethyl acetate, then the water layer was extracted with ethyl acetate. The obtained extract was dried with anhydrous sodium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=2:1) to give the title compound (171 mg) having the following physical data.

Provenance & Evidence