反应详情

温度

90 °C

To a solution of 4-bromo-1-{3,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-1H-indazole-6-carbonitrile (D36) (940 mg, 2.135 mmol) in dioxane (20 mL) and water (20 mL) was added potassium hydroxide (479 mg, 8.54 mmol). The mixture was degassed with argon and then treated with 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (54.4 mg, 0.128 mmol) and tris(dibenzylideneacetone)dipalladium(0) (39.1 mg, 0.043 mmol). The reaction mixture was heated to 90° C. for 1 hour. The reaction was diluted with ethyl acetate and water. After separation of the layers, the aqueous phase was re-extracted with ethyl acetate. The combined organic layers were dried over magnesium sulphate, filtered and concentrated in vacuo. The product was purified by silica gel chromatography eluting with 10-100% ethyl acetate in hexane to give the title compound (D37) (617 mg).

1. customThe mixture was degassed with argon
2. customAfter separation of the layers
3. extractionthe aqueous phase was re-extracted with ethyl acetate
4. dry with materialThe combined organic layers were dried over magnesium sulphate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe product was purified by silica gel chromatography
8. washeluting with 10-100% ethyl acetate in hexane