Pyridine → 5-Bromo-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-4-(methyloxy)-1H-indazole

Participants

Reaction Steps

A mixture of 5-bromo-4-(methyloxy)-1H-indazole (D19) (0.670 g, 2.95 mmol), 4-benzyloxy-3-fluorobenzeneboronic acid (1.45 g, 5.90 mmol), copper (II) acetate (0.804 g, 4.43 mmol), pyridine (0.447 mL, 5.90 mmol) and powdered 4A molecular sieves (3 g) in dichloromethane (30 mL) was stirred in an air atmosphere at room temperature. After 4 days, the mixture was diluted with ethyl acetate and filtered through celite. The filtrate was washed with water, dried (Na2SO4) and concentrated. Chromatography on silica gel (0-30% ethyl acetate in hexane and diethyl ether in hexane) gave the title compound (D20) (0.65 g)

Provenance & Evidence