Methanol → HCID 66869085, compound

Participants

Reaction Steps

Heat a mixture of 1-benzyl-2-methyl-5-bromo-1H-imidazole (4.71 g, 18.7 mmol), 2,4-difluorophenyl boronic acid (6.92 g, 43.8 mmol), bis(acetato)bis(triphenylphosphine)palladium(II) (1.4 g, 1.875 mmol), 2M sodium carbonate (19 mL, 38 mmol), methanol (19 mL) and 1,2-dimethoxyethane (120 mL) to reflux for 18 hours. Cool to room temperature. Add water and ethyl acetate and separate layers. Dry organic layer over magnesium sulfate, filter, and concentrate under reduced pressure. Subject residue to silica gel chromatography, eluting with ethyl acetate/dichloromethane mixtures to give 3.59 g (12.6 mmol) of the desired compound.

Provenance & Evidence