反应详情

温度

110 °C

A solution of 6-methyl-1-[(4-methylphenyl)sulfonyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one (0.0720 g, 0.168 mmol), 6-bromo-5-(2,4-difluorophenoxy)-1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,3-benzotriazole (0.069 g, 0.17 mmol), 4-(di-tert-butylphosphino)-N,N-dimethylaniline-dichloropalladium (2:1) (1.8 mg, 0.00252 mmol), and cesium fluoride (0.0894 g, 0.589 mmol) in 1-butanol (0.765 mL) and water (0.18 mL) was degassed with nitrogen for 5 min and stirred at 110° C. for 1 h. The reaction mixture was diluted with ethyl acetate and water. The organic layer was separated and washed with brine, dried with magnesium sulfate, filtered, and concentrated to give a crude residue. Purification by flash column chromatography (100% hexanes to 80% EtOAc/hexanes) gave the desired product (77 mg, 72%) as a yellow solid that was not entirely pure. This material was used without further purification. LCMS calculated for C32H28F2N5O5S (M+H)+: m/z=632.2. found: 632.1.

1. customThe organic layer was separated
2. washwashed with brine
3. dry with materialdried with magnesium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. customto give a crude residue
7. customPurification by flash column chromatography (100% hexanes to 80% EtOAc/hexanes)