Cesium carbonate → HCID 59773103, compound

Participants

Reaction Steps

A solution of {4-[(5-bromo-furan-3-carbonyl)-amino]-phenyl}-acetic acid ethyl ester (8) (200 mg, 0.57 mmoles), phenyl boronic acid (69.2 mg, 0.57 mmoles), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (50 mg, 0.06 mmoles) and 2M aqueous cesium carbonate (1.2 ml, 2.4 mmoles) in toluene (20 ml) was refluxed for 16 hours. The solvent was evaporated, the residue diluted with water (20 ml) and then extracted with ethyl acetate (3×20 ml). The combined organic layers were concentrated in vacuo. The residue was was purified by flash chromatography (gradient elution with 90% cyclohexane/10% ethyl acetate to 50% cyclohexane/50% ethyl acetate) to afford {4-[(5-phenyl-furan-3-carbonyl)-amino]-phenyl}-acetic acid ethyl ester (9) (53 mg). LC/MS System A; Rt=3.84 mins, m/z (ES+)=(M+H for C21H19NO4).

Provenance & Evidence