Cesium carbonate → HCID 67151533, compound

Participants

Reaction Conditions

Reaction Steps

A stirred suspension of (S)-4-[(E)-2-(4-iodo-phenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (250 mg, example 3(a)), 1-(4-fluorophenyl)imidazoline-2-one (320 mg, CAS 53159-75-4), caesium carbonate (418 mg), trans-1,2-diaminocyclohexane (0.14 ml), dibenzylideneacetone (54 mg) and copper(I) triflate benzene complex (58 mg) in dioxane (3 ml) under an atmosphere of argon in a sealed tube was heated at 180° C. for 40 min under microwave irradiation. The mixture was then cooled to room temperature and was purified by column chromatography (SiO2; gradient: heptane/EtOAc) to give (S)-4-((E)-2-{4-[3-(4-fluoro-phenyl)-2-oxo-imidazolidin-1-yl]-phenyl}-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (187 mg, 67%) as an off-white solid. MS (ISP): 504.2 ([M+Na]+), 426.2 ([M+H—C4H8]+).

Provenance & Evidence