反应详情

To a solution of 2-ethoxyphenylboronic acid (II) (1.73 g, 10.4 mmol) in 30 ml of 1,4-dioxane 10 ml of saturated aqueous sodium carbonate solution were added. Argon gas was purged for 10 min at room temperature. 6-Chloro-pyrimidin-4-ylamine (I) (1.50 g, 11.5 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.66 g, 0.57 mmol) were added to the reaction mixture simultaneously and argon gas was bubbled in for another 5 min. The reaction mixture was heated to reflux for 12 hours. After completion of the reaction as indicated by TLC the mixture was concentrated under reduced pressure. The residue was partitioned between dichloromethane and water. The organic layer was separated, washed with water and brine, dried over sodium sulfate and concentrated. The obtained crude residue was purified by column chromatography eluting with 15% ethyl acetate in dichloromethane to provide 6-(2-ethoxy-phenyl)-pyrimidin-4-ylamine (III) (2.17 g, 87.3%).

1. customArgon gas was purged for 10 min at room temperature
2. customargon gas was bubbled in for another 5 min
3. temperatureThe reaction mixture was heated
4. temperatureto reflux for 12 hours
5. customAfter completion of the reaction
6. concentrationwas concentrated under reduced pressure
7. customThe residue was partitioned between dichloromethane and water
8. customThe organic layer was separated
9. washwashed with water and brine
10. dry with materialdried over sodium sulfate
11. concentrationconcentrated
12. customThe obtained crude residue
13. customwas purified by column chromatography
14. washeluting with 15% ethyl acetate in dichloromethane