4-Fluorophenylboronic acid → HCID 24987225, compound

Participants

Reaction Conditions

Reaction Steps

A solution mixture of 2-aminocarbonylamino-6-bromoindole-3-carboxamide (Compound 3-1, 80 mg, 0.27 mmol), sodium hydrogen carbonate (57 mg, 0.68 mmol), 4-fluorophenylboronic acid (57 mg, 0.41 mmol) and tetrakis(triphenylphosphine)palladium (0) (16 mg, 0.014 mmol) in water and 1,4-dioxane (water/1,4-dioxane=1/3, 15 mL) was stirred at 100° C. for 1.5 hours. Brine (5 mL) was added to the reaction mixture, and the whole was extracted with ethyl acetate (5 mL). The organic layer was dried over anhydrous magnesium sulfate and filtered throught Celite® pad. After the solvent was evaporated under reduced pressure, the resultant solid was washed with a solution mixture of methanol and diethyl ether (methanol/diethyl ether=1/10, 2 mL), and dried under reduced pressure to give the title compound (42 mg) as slightly brown solid (yield 51%).

Provenance & Evidence