反应详情

温度

90 °C

A mixture of 2-chloro-8-fluoro-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-ol (0.26 g), cyclopropylboronic acid (0.12 g), caesium carbonate (0.92 g), dioxane (5.7 mL) and water (1.4 mL) was purged with argon, and then treated with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) (0.058 g). The mixture was heated at 90° C. for 3 hours, cooled to room temperature, neutralised with saturated aqueous ammonium chloride solution and extracted with ethyl acetate (3×20 mL). The combined extracts were washed with saturated aqueous sodium chloride solution (5.0 mL), dried over magnesium sulfate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with a mixture of cyclohexane and ethyl acetate (1:0 to 3:2 by volume) gave title compound as a yellow oil (0.061 g).

1. customwas purged with argon
2. additiontreated with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) (0.058 g)
3. temperaturecooled to room temperature
4. extractionextracted with ethyl acetate (3×20 mL)
5. washThe combined extracts were washed with saturated aqueous sodium chloride solution (5.0 mL)
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customPurification of the residue by column chromatography on silica gel
9. washeluting with a mixture of cyclohexane and ethyl acetate (1:0 to 3:2 by volume)