Tris(furan-2-yl)phosphane → N-{[(5S)-3-(4-{2-[5-(Hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyrid-5-yl}phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

Participants

Reaction Conditions

Reaction Steps

N-({(5S)-2-Oxo-3-[4-(trimethylstannyl)phenyl]-1,3-oxazolidin-5-yl}methyl)acetamide (300 mg, 0.76 mM), [3-(5-bromopyridin-2-yl)-4,5-dihydroisoxazol-5-yl]methanol (194 mg, 0.76 mM), tris(dibenzylideneacetone)dipalladium (0)-chloroform adduct (78 mg, 0.076 mM) and tri-2-furylphosphine (35 mg, 0.152 mM) were placed in a flask. The solids were degassed and placed under nitrogen. Anhydrous dioxane (5 ml) was added and the suspension was heated at 90° C. for 15 hours. The reaction mixture was cooled and the solvent was evaporated. The residue was chromatographed on silica gel eluting with 5% methanol in dichloromethane to give the title compound (83 mg).

Provenance & Evidence