反应详情

To a solution of 2-methoxyphenyl boronic acid (X) (10.3 g, 68.2 mmol) in 300 ml of 1,4-dioxane was added 100 ml of saturated aqueous sodium carbonate solution. Argon gas was purged for 30 min at room temperature. Then 4-amino-6-chloropyrimidine (I) (8.8 g, 68.2 mmol) and tetrakis(triphenylphosphine)palladium(0) (3.9 g, 3.4 mmol) were added simultaneously and argon gas was bubbled through the mixture for another 20 min. The reaction mixture was heated to reflux for 12 hours (TLC confirmed completion of the reaction) and was then 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 silica gel column chromatography eluting with 15% ethyl acetate in dichloromethane to provide 6-(2-methoxy-phenyl)-pyrimidin-4-ylamine (XXIV) (8.0 g).

1. customArgon gas was purged for 30 min at room temperature
2. customargon gas was bubbled through the mixture for another 20 min
3. temperatureThe reaction mixture was heated
4. temperatureto reflux for 12 hours (TLC
5. customcompletion of the reaction) and
6. concentrationwas then 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 silica gel column chromatography
14. washeluting with 15% ethyl acetate in dichloromethane