Cesium carbonate → HCID 87055064, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed solution of 7-bromo-2-(4-fluorobenzyl)-3,4-dihydroisoquinolin-1(2H)-one (222 mg, 0.66 mmol) and 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (200 mg, 0.40 mmol) in 1,4-dioxane (5 mL) and water (200 μl) was added Cs2CO3 (260 mg, 0.80 mmol) and 1,1′-bis(di-tert-butylphosphino)ferrocene palladium dichloride (26 mg, 0.04 mmol) under N2 protection. The resulting mixture was heated to 90° C. and stirred at this temperature for 3 h. The reaction was cooled, filtered through a pad of celite and washed with ethyl acetate. The combined filtrate was evaporated in vacuo. The resulting residue was purified using column chromatography (eluted with 0-30% EtOAc/DCM) to provide 5-(2-(4-fluorobenzyl)-1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (240 mg, yield: 96%). MS (M+H)+: 630.

Provenance & Evidence