Triethylamine → HCID 66876830, compound

Participants

Reaction Steps

To a solution of 4-bromo-6-fluoro-1H-indole (D16) (580 mg, 2.71 mmol) in dichloromethane (20 mL) was added {3-fluoro-4-[(phenylmethyl)oxy]phenyl}boronic acid (1.33 g, 5.42 mmol), copper (II) acetate (984 mg, 5.42 mmol), triethylamine (0.755 mL, 5.42 mmol) and powdered 4A molecular sieves (2 g, 2.71 mmol). The mixture was stirred at room temperature in the presence of air for 3 days. The reaction was filtered through a pad of celite and washed with dichloromethane. The organic solution was washed with water and then the aqueous phase re-extracted with dichloromethane. The combined organic phases were dried over magnesium sulphate, filtered and concentrated. The product was partially purified by silica gel chromatography eluting with 5-20% ethyl acetate in hexane to yield the title compound (D17), (980 mg).

Provenance & Evidence