1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 25056522, compound

Participants

Reaction Steps

A mixture of ethyl 5-(tert-butoxycarbonylamino)-6-iodo-4-methylpyridine-2-carboxylate (0.2 g), 2-chloro-4-methoxy-5-(1-methyl-1-phenylethylthio)aniline (0.15 g), tris(dibenzylideneacetone)dipalladium(0) (23 mg), 4,5-bis(diphenyl-phosphino)-9,9-dimethylxanthene (29 mg) and sodium tert-butoxide (66 mg) in tetrahydrofuran (4 mL) was heated at reflux under an argon atmosphere overnight. The reaction mixture was cooled to room temperature. To the reaction mixture was added ethyl acetate, and the insoluble material was removed by filtration. The filtrate was washed with 1 mol/L hydrochloric acid and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=2/1−1/1) to give the title compound (90 mg).

Provenance & Evidence