反应详情

温度

90 °C

The compound (2.34 g, 6.59 mmol) obtained in Example 16-2), (2-methylpyrimidin-5-yl)boronic acid (1.00 g, 7.25 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride-dichloromethane complex (0.54 g, 0.66 mmol), and potassium carbonate (2.73 g, 19.76 mmol) were dissolved in a mixed solvent of 1,4-dioxane (20 mL) and water (10 mL), and the mixture was stirred at 90° C. for 3 h. The reaction mixture was cooled to room temperature and then diluted with ethyl acetate (150 mL). The organic layer was washed with saturated aqueous sodium hydrogencarbonate and saturated sodium chloride solution and then dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50 to 100:0). The obtained partially purified product was dissolved in methanol (5 mL). 4 N hydrochloric acid-dioxane (2.39 mL) was added to the solution, and the mixture was stirred at room temperature for 2 h. The solvent was distilled off, and the residue was separated into organic and aqueous layers with methylene chloride (150 mL) and saturated aqueous sodium hydrogencarbonate (50 mL). The organic layer was washed with saturated sodium chloride solution and then dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (591 mg, yield: 82%) as a white solid.

1. temperatureThe reaction mixture was cooled to room temperature
2. washThe organic layer was washed with saturated aqueous sodium hydrogencarbonate and saturated sodium chloride solution
3. dry with materialdried with anhydrous magnesium sulfate
4. distillationThe solvent was distilled off under reduced pressure
5. customthe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50 to 100:0)
6. customThe obtained partially purified product
7. stirringthe mixture was stirred at room temperature for 2 h
8. distillationThe solvent was distilled off
9. customthe residue was separated into organic and aqueous layers with methylene chloride (150 mL) and saturated aqueous sodium hydrogencarbonate (50 mL)
10. washThe organic layer was washed with saturated sodium chloride solution
11. dry with materialdried with anhydrous magnesium sulfate
12. distillationThe solvent was distilled off under reduced pressure