Sodium Carbonate → HCID 18399500, compound

Participants

Reaction Steps

A mixture of methyl 4-[3-(imidazol-1-yl)prop-1-en-1-yl]-2-(trifluoromethylsulphonyloxy)benzoate (1.17 g; 3 mmol), 2,4-difluorophenylboronic acid (0.52 g; 3.3 mmol), tetrakis(triphenylphosphine) palladium (0.14 g; 0.12 mmol), 2M aqueous sodium carbonate solution (4.5 ml), lithium chloride (0.25 g; 6 mmol) and ethanol (13 ml) in toluene (120 ml) was refluxed, under an argon atmosphere, for 8 hours. The mixture was extracted with ethyl acetate and purified by flash chromatography eluting with isopropanol/dichloromethane (3/97) to give methyl 4-[(E)-3-(imidazol-1-yl)prop-1-en-1-yl]-2-(2,4-difluorophenyl)benzoate as a mixture of E and Z isomers.

Provenance & Evidence