反应详情

To a mixture of 4,6-dichloro-2-amino-pyrimidine (0.481 g, 2.93 mmol), 5-chloro-2-methyl-phenyl boronic acid (0.5 g, 2.93 mmol), palladium (II) acetate (0.1 g, 0.44 mmol), and triphenylphosphine (0.23 g, 0.88 mmol) was added a solution of sodium carbonate (1.5 g, 14.6 mmol) in water (5.0 ml) followed by glyme (20 ml). The mixture was stirred under an argon atmosphere for 16 hours. After addition of acetone (15 ml), the mixture was filtered through a pad of celite under suction and the filtrate was concentrated under vacuum. The residual solid was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:9). After concentration under reduced pressure, the solid was dissolved in methanol and a solution of hydrogen chloride in dioxane (4.0 M, 5 ml) was added. After concentration under vacuum, the solid was treated with ethyl acetate (5 ml) and stirred for one hour. Filtration provided the hydrochloride salt of 4-chloro-6-(5-chloro-2-methyl-phenyl) pyrimidin-2-yl-amine (0.30 g, 35% yield) as a white powder.

1. filtrationthe mixture was filtered through a pad of celite under suction
2. concentrationthe filtrate was concentrated under vacuum
3. customThe residual solid was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:9)
4. concentrationAfter concentration under reduced pressure
5. dissolutionthe solid was dissolved in methanol
6. additiona solution of hydrogen chloride in dioxane (4.0 M, 5 ml) was added
7. concentrationAfter concentration under vacuum
8. additionthe solid was treated with ethyl acetate (5 ml)
9. stirringstirred for one hour
10. filtrationFiltration