2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl → N-(2-[cis-3,5-Dimethyl-1-piperazinyl]-4-pyridinyl)-4-(5-methyl-2-furanyl)benzenesulfonamide hydrochloride

Participants

Reaction Steps

A mixture of N-(2-chloro-4-pyridinyl)-4-(5-methyl-2-furanyl)benzenesulfonamide (D4) (250 mg, 0.74 mmol), cis-2,6-dimethylpiperazine (170 mg, 1.48 mmol), sodium tert-butoxide (140 mg, 1.48 mmol), tris(dibenzylideneacetone)dipalladium(0) (15 mg, 5 mol %), and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (30 mg, 10 mol %) in dioxan (4 ml) was microwaved at 120° C. for 1 h. The reaction mixture was partitioned between ethyl acetate and water. The aqueous phase was evaporated and the residue purified by column chromatography eluting with 5-10% methanol in dichloromethane. The product was dissolved in methanol and converted to the hydrochloride salt by treatment with hydrogen chloride in diethyl ether to afford the title compound (E2), MS (ES+) m/e 427 [M+H]+.

Provenance & Evidence