Sodium Carbonate → HCID 87054907, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring mixture of 6-bromo-3-(3-fluorophenyl)pteridin-4(3H)-one (32 mg, 0.099 mmol), 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (50 mg, 0.099 mmol) and Na2CO3 (18 mg, 0.199 mmol) in dioxane/H2O (1 mL/0.1 mL) was added Pd(dppf)Cl2 (10 mg) under N2 protection. The mixture was stirred in a pre-heated oil-bath at 120° C. for 5 h. The mixture was cooled and extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2SO4, filtered and evaporated. The crude product was purified by prep-HPLC to give the pure product of 2-(4-fluorophenyl)-5-(3-(3-fluorophenyl)-4-oxo-3,4-dihydropteridin-6-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (40 mg, yield: 50%). 1H-NMR (CDCl3, 400 MHz) δ 9.20 (s, 1H), 8.36 (s, 1H), 8.13 (s, 1H), 7.87˜7.92 (m, 2H), 7.63 (s, 1H), 7.43˜7.55 (m, 1H), 7.33˜7.38 (m, 1H), 7.13˜7.25 (m, 4H), 6.07 (br s, 1H), 3.30 (s, 3H), 2.94 (d, J=4.8 Hz, 3H), 2.86 (s, 3H). MS (M+H)+: 617.

Provenance & Evidence