反应详情

温度

90 °C

To a suspension of 4-carboxybenzeneboronic acid (0.660 g, 3.98 mmol) and 2-bromopyrimidine (0.630 g, 3.98 mmol) in dry acetonitrile (20 mL) was added 0.4 M aqueous sodium carbonate (20 mL) and the mixture was purged with nitrogen for 10 minutes. Tetrakis(triphenylphosphine)palladium(0) (240 mg) was then added and the reaction mixture heated to 90° C. for 17 hours. The hot reaction mixture was filtered through celite and concentrated in vacuo to remove the acetonitrile. The resulting aqueous suspension was washed with dichloromethane (2×30 mL) and then acidified to pH 1 by the addition of concentrated hydrochloric acid. The resulting white suspension was diluted with water (20 mL), filtered and the solid product dried in vacuo at 50° C. overnight to give the title compound (0.709 g, 89%) as a white solid, m.p. 237° C.

1. customthe mixture was purged with nitrogen for 10 minutes
2. additionTetrakis(triphenylphosphine)palladium(0) (240 mg) was then added
3. filtrationThe hot reaction mixture was filtered through celite and
4. concentrationconcentrated in vacuo
5. customto remove the acetonitrile
6. washThe resulting aqueous suspension was washed with dichloromethane (2×30 mL)
7. additionacidified to pH 1 by the addition of concentrated hydrochloric acid
8. additionThe resulting white suspension was diluted with water (20 mL)
9. filtrationfiltered
10. customthe solid product dried in vacuo at 50° C. overnight