Diethyl Malonate → HCID 66668861, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-3-(4-bromophenyl)-3-(4-chloro-2-methylphenyl)-1-(2-methylpyridin-4-yl)propan-1-one (example 282, step 1; 200 mg, 466 μmol) diethyl malonate (112 mg, 700 μmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (19 mg, 23 mmol) and potassium tert-butoxide (157 mg, 1.4 mmol) in 1,4-dioxane (4 mL) was heated at 80° C. for 5 h, then partitioned between sat. aq. ammonium chloride solution and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and evaporated. Chromatography (SiO2; heptane-ethyl acetate gradient) produced the title compound (129 mg, 79%). Light yellow oil, MS (ESI+): m/z=350.2 ([M+H]+).

Provenance & Evidence