反应详情

4,7-dichloroquinazoline (4.0 g, 20.1 mmol), 2-(4-fluoro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (5.53 g, 22.1 mmol), sodium carbonate (5.33 g, 50.2 mmol), palladium tetrakis (0.70 g, 0.60 mmol), dimethoxyethane (“DME”) (160 mL), and water (40 mL) were combined in a three neck round bottom flask. A condenser was attached then the system was evacuated and purged with nitrogen three times. The reaction was heated to a vigorous reflux overnight. The reaction was diluted with ethyl acetate, water and brine. The aqueous was partitioned off and the organic was washed once with brine, dried with sodium sulfate, filtered then concentrated down to a yellow solid. The yellow solid was purified with silica gel using DCM to 85/15 DCM/ethyl acetate solvent system to get 4.1 g of light yellow solid for a 71% yield.

1. customA condenser was attached
2. customthe system was evacuated
3. custompurged with nitrogen three times
4. temperatureThe reaction was heated to
5. temperaturea vigorous reflux overnight
6. additionThe reaction was diluted with ethyl acetate, water and brine
7. customThe aqueous was partitioned off
8. washthe organic was washed once with brine
9. dry with materialdried with sodium sulfate
10. filtrationfiltered
11. concentrationthen concentrated down to a yellow solid
12. customThe yellow solid was purified with silica gel