Tricyclohexylphosphine → HCID 58047666, compound

Participants

Reaction Steps

A solution of N-(1-{6-[(3-bromo-4-ethoxybenzyl)oxy]-1-benzofuran-2-yl}ethyl)acetamide (100 mg, 0.231 mmol) obtained in Example 175, cyclopropylboronic acid (58.9 mg, 0.693 mmol), tert-butoxy potassium (77.6 mg, 0.693 mmol), tricyclohexylphosphine (6.50 mg, 0.0231 mmol) and palladium(II) acetate (2.60 mg, 0.0115 mmol) in toluene (4 mL) was stirred under argon at 100° C. overnight. To the reaction mixture was added aqueous sodium hydrogen carbonate solution, and the mixture was extracted twice with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was purified by basic silica gel column chromatography (hexane:ethyl acetate=9:1 to 1:1) and triturated with a small amount of hexane and diisopropyl ether to give the title compound (54.6 mg, yield 60%) as a white solid.

Provenance & Evidence