Sodium Carbonate → HCID 57864397, compound

Participants

Reaction Steps

200 mg (0.34 mmol) of methyl 4-({{2-[2-(4-bromobenzyloxy)phenyl]ethyl}-[2-(4-cyanophenyl)ethyl]amino}methyl)benzoate from Example 9A are dissolved in 2 ml of 1,2-dimethoxyethane and, under argon, 78 mg (0.41 mmol) of 4-trifluoromethylphenylboronic acid, 2.5 mg of bis(triphenylphosphine)palladium(II) chloride and 0.38 ml of a 2 M aqueous sodium carbonate solution are added. The reaction mixture is then stirred under reflux for 12 hours. The mixture is subsequently cooled, filtered through 1 g of Extrelut, washed with dichloromethane and concentrated. The resulting crude product is purified by preparative HPLC. 158 mg (0.24 mmol, 71% yield) of a colorless oil are obtained.

Provenance & Evidence