反应详情

温度

90 °C

To a solution of 4-bromo-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-1H-indazole (D38) (5.25 g, 13.2 mmol) in dioxane (50 mL) and water (50 mL) was added potassium hydroxide (2.95 g, 52.7 mmol). The reaction mixture was degassed with argon and then treated with bis(1,1-dimethylethyl)[2′,4′,6′-tris(1-methylethyl)-2-biphenylyl]phosphane (336 mg, 0.79 mmol) and tris(dibenzylideneacetone)dipalladium (0) (242 mg, 0.26 mmol). After heating at 90° C. for 1 hour under argon, the mixture was allowed to cool to room temperature and then diluted with ethyl acetate and water. The pH was adjusted to ˜7 by the addition of 1M hydrochloric acid. 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 5-70% ethyl acetate in hexane to yield the title compound (D39) (3.80 g).

1. customThe reaction mixture was degassed with argon
2. temperatureto cool to room temperature
3. customAfter separation of the layers
4. extractionthe aqueous phase was re-extracted with ethyl acetate
5. dry with materialThe combined organic layers were dried over magnesium sulphate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe product was purified by silica gel chromatography
9. washeluting with 5-70% ethyl acetate in hexane