Potassium Phosphate, Tribasic → HCID 25022899, compound

Participants

Reaction Steps

In a flask which had been dried by heating, 250 mg (0.44 mmol) of 7-cyclopentyl-2,2-dimethyl-4-oxo-6-[4-(trifluoromethyl)benzoyl]-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate (Example 10A), 81 mg (0.58 mmol) of 4-fluorophenylboronic acid, 160 mg (0.75 mmol) of potassium phosphate and 56 mg (0.05 mmol) of tetrakis(triphenylphosphine)palladium(0) are initially charged, and the apparatus is flushed by repeated evacuation and venting with argon. 4 ml of dioxane are then added, the apparatus is closed and the reaction mixture is heated under reflux overnight. The mixture is cooled and filtered through a layer of silica gel, the filter cake is washed thoroughly with ethyl acetate and the filtrate is concentrated. The crude product is purified on silica gel (mobile phase: cyclohexane→cyclohexane/ethyl acetate 10:1→5:1). This gives 194 mg (86% of theory) of the title compound.

Provenance & Evidence