反应详情

温度

100 °C

To 2.37 g (5.00 mmol) of 3-bromo-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Reference example 20-(a) were added 1.76 g (20 mmol) of propylboronic acid, 4.25 g (20 mmol) of potassium phosphate, 15.8 ml of toluene, 0.95 ml of water, 56 mg of palladium acetate and 179 mg of butyl-di-1-adamantylphosphine, and the mixture was degassed under reduced pressure, replaced with argon and stirred at 100° C. for 5.5 hours. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with toluene. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=7:1→5:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 834 mg of the title compound as a pale brownish solid. (Yield: 38%)

1. customthe mixture was degassed under reduced pressure
2. customAfter completion of the reaction, water
3. additionwas added to the reaction mixture
4. extractionthe mixture was extracted with toluene
5. customThe organic layer after separation
6. washwas washed with a saturated aqueous solution of sodium chloride
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. additionthe fractions containing the desired compound
10. concentrationwere concentrated under reduced pressure