反应详情

温度

70 °C

To a stirred ambient solution of 1-(5-(5-fluoro-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazol-2-yl)cyclobutanol (Example 59A) (940 mg, 1.651 mmol) and ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate (694 mg, 2.476 mmol) in N,N-dimethylformamide (11.5 mL) was added saturated aqueous bicarbonate solution (3.83 mL) followed by bis(triphenylphosphine)palladium dichloride (81 mg, 0.116 mmol). The mixture was heated to 70° C. for 4 hours and was then quenched by the addition of water and ethyl acetate. The layers were separated, and the aqueous layer was extracted with additional ethyl acetate. The combined organics were dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel, eluting with a gradient of 0 to 95% ethyl acetate in hexane, to give the title compound. MS ESI(+) m/z 596.1 [M+H]+.

1. customwas then quenched by the addition of water and ethyl acetate
2. customThe layers were separated
3. extractionthe aqueous layer was extracted with additional ethyl acetate
4. dry with materialThe combined organics were dried with anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by flash chromatography on silica gel
8. washeluting with a gradient of 0 to 95% ethyl acetate in hexane