反应详情

温度

100 °C

In a reaction vial, (3-amino-2,6-difluoro-phenyl)-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-methanone is combined with (48, 0.850 g, 2.129 mmol), 5-bromo-2-methyl-pyrimidine (49, 0.737 g, 4.26 mmol), potassium carbonate (0.589 g, 4.26 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.174 g, 0.213 mmol) in 14.20 mL of dioxane and 7.10 mL of water (7.10 mL). The reaction is heated at 100° C. overnight. Upon cooling, the reaction mixture is partitioned between water/brine and ethyl acetate/tetrahydrofuran and then filtered through Celite. The organic layer is separated and concentrated under vacuum. The resulting residue is purified by silica gel column chromatography eluting with 0-10% methanol in dichloromethane to provide the desired compound as a tan solid (50, ˜220 mg).

1. customIn a reaction vial
2. temperatureUpon cooling
3. customthe reaction mixture is partitioned between water/brine and ethyl acetate/tetrahydrofuran
4. filtrationfiltered through Celite
5. customThe organic layer is separated
6. concentrationconcentrated under vacuum
7. customThe resulting residue is purified by silica gel column chromatography
8. washeluting with 0-10% methanol in dichloromethane