Potassium Carbonate → HCID 86584242, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-4-[(E)-4-chloro-2-butenyl]-2-(2-naphthylmethyl)piperazine (300 mg), thiomorpholine (0.054 ml) and powdered potassium carbonate (100 mg) in dry acetonitrile (3 ml) was heated at 50° C. for 10 hours. Additional potassium carbonate (100 mg) and thiomorpholine (0.054 ml) were added and then the resulting mixture was further heated at the same temperature. After 2 hours, the reaction mixture was cooled and then filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by column chromatography on silica gel using a mixture of dichloromethane and methanol (40:1). The obtained product was dissolved in ethyl acetate and treated with 4N hydrogen chloride in ethyl acetate (0.6 ml) to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(2-naphthylmethyl)-4-((E)-4-thiomorpholino-2-butenyl)piperazine dihydrochloride (190 mg).

Provenance & Evidence