反应详情

A solution of (S)-tert-butyl 4-(1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 16, step (i), 200 mg) and 6-bromo-1-methylindolin-2-one (87 mg) in acetonitrile (5 mL) was treated with potassium carbonate (107 mg) and purged with nitrogen. 1,1 bis(Di-tert-butylphosphino)ferrocene palladium dichloride (15 mg) was added and the reaction stirred is under reflux under nitrogen for 4 h and then evaporated in vacuo. The residue was partitioned between water (40 mL) and ethyl acetate (40 mL). The aqueous was further extracted with ethyl acetate (40 mL) and the combined organic extracts were dried over magnesium sulfate and evaporated in vacuo. The crude product was purified by flash silica chromatography eluting with ethyl acetate. Pure fractions were evaporated to dryness to afford the sub-titled compound (45 mg).

1. custompurged with nitrogen
2. addition1,1 bis(Di-tert-butylphosphino)ferrocene palladium dichloride (15 mg) was added
3. temperatureunder reflux under nitrogen for 4 h
4. customevaporated in vacuo
5. customThe residue was partitioned between water (40 mL) and ethyl acetate (40 mL)
6. extractionThe aqueous was further extracted with ethyl acetate (40 mL)
7. dry with materialthe combined organic extracts were dried over magnesium sulfate
8. customevaporated in vacuo
9. customThe crude product was purified by flash silica chromatography
10. washeluting with ethyl acetate
11. customPure fractions were evaporated to dryness