Dimethylacetamide → HCID 136399882, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-bromo-4-hydroxy-3-phenyl-isoxazolo[5,4-c]pyridine-5-carboxylic acid ethyl ester (57.3 mg, 0.16 mmol), tris(dibenzylideneacetone)dipalladium(0) (29 mg, 0.03 mmol), 1,1′-bis(diphenylphosphino)ferrocene (35 mg, 0.06 mmol), zinc cyanide (10 mg, 0.09 mmol), zinc (1 mg, 0.02 mmol), and dimethylacetamide (0.32 ml) was stirred at 120° C. for two hours before it was cooled to room temperature, quenched with water, and filtered. The filtrate was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of ethyl acetate and dichloromethane to give the title compound as a brown solid (19 mg); MS (m/z): 310.31 (M+H+); 308.31 (M−H+).

Provenance & Evidence