Potassium Phosphate, Tribasic → 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4-oxo-3-phenyl-3,4-dihydroquinazolin-6-yl)benzofuran-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a degassed mixture of 6-bromo-3-phenylquinazolin-4(3H)-one (150 mg, 0.498 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 (100 mg, 0.199 mmol) in N,N-dimethyl-formamide (4 mL) were added Pd(dppf)Cl2 (15 mg) and K3PO4 (211 mg, 0.994 mmol) under N2. After being heated to 90° C. overnight, the reaction mixture was cooled to RT and filtered. The filtrate was concentrated and the residue was purified by prep-HPLC to give the product of 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4-oxo-3-phenyl-3,4-dihydroquinazolin-6-yl)benzofuran-3-carboxamide (10.28 mg, yield: 10%). 1H-NMR (CDCl3, 400 MHz) δ 8.41 (d, J=2.0 Hz, 1H), 8.31 (s, 1H), 7.99˜7.92 (m, 3H), 7.88 (t, J=3.6 Hz, 2H), 7.64 (s, 1H), 7.60˜7.52 (m, 3H), 7.46 (d, J=7.2 Hz, 2H), 7.21 (t, J=8.8 Hz, 2H), 5.96 (d, J=4.8 Hz, 1H), 3.18 (s, 3H), 3.00 (d, J=5.2 Hz, 3H), 2.79 (s, 3H). MS (M+H)+: 597.

Provenance & Evidence