Dimethylformamide → 5-(3,4-Dimethoxy-2-(methoxymethoxy)phenyl)isoindolin-1-one

Participants

Reaction Conditions

Reaction Steps

To a stirring solution of 3,4-dimethoxy-2-(methoxymethyl)phenylboronic acid (compound 301) (400 mg, 1.88 mmol) in dimethylformamide (10 mL) under nitrogen atmosphere, were added cesium carbonate (1.8 g, 5.66 mmol), tetrakis(triphenylphosphine)palladium(0) (100 mg, 0.09 mmol) and 5-bromoisoindolin-1-one (913 mg, 3.77 mmol) and the resultant reaction mixture was heated to 90° C. for 6 h. The reaction mixture was filtered off and the filtrate was extracted with ethyl acetate (3×). The combined ethyl acetate layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification was done by column chromatography (silica gel, 0-3% methanol in dichloromethane) afforded 5-(3,4-dimethoxy-2-(methoxymethoxy)phenyl)isoindolin-1-one as a solid.

Provenance & Evidence