Cesium carbonate → HCID 178515169, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-bromo-3-(4-methoxybenzyl)-7-phenethylpyrazolo[3,4-b]pyrrolo[3,4-d]pyridine-6,8(3H,7H)-dione (25 mg, 50 umol), cesium carbonate (32 mg, 100 umol), phenyl boronic acid (12 mg, 100 umol) and 1,1′-bis(di-t-butylphosphino)ferrocene palladium dichloride (2 mg) in anhydrous N,N-dimethylformamide (2 ml) was heated to 180° C. under microwave conditions for 5 minutes. The mixture was diluted with ethyl acetate (50 ml) and washed with dilute brine (4×30 ml), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure then treated with trifluoroacetic acid (1 ml) and heated to 70° C. for 7 hours. The mixture was concentrated under reduced pressure and purified by reverse phase column chromatography to yield 7-phenethyl-1-phenylpyrazolo[3,4-b]pyrrolo[3,4-d]pyridine-6,8(3H,7H)-dione. LCMS: [M+H] 369.

Provenance & Evidence