反应详情

温度

130 °C

A solution of the N-(5-chloro-4-(1-methylpiperidin-4-ylamino)pyridin-2-yl)pivalamide (Synthesis 153-C) (0.187 g, 0.57 mmol), phenyl boronic acid (0.140 g, 1.15 mmol), sodium carbonate (0.153 g, 1.43 mmol) and Bedford catalyst (0.003 g, 0.005 mmol) in a mixture of actonitrile/water (4/1, 3.1 mL) was heated under microwave irradiation for 30 min at 130° C. The crude reaction mixture was purified by ion exchange on SCX-II acidic resin (1 g) eluting with methanol/dichloromethane (1/1), then 2M ammonia-methanol. The basic fractions were combined and the solvent was removed in vacuo. The crude mixture was used without further purification. A solution of the protected amine in 6 M HCl (3 mL) was heated under microwave irradiation at 105° C. for 50 min. The solution was basified with Na2CO3 and extracted with ethyl acetate (3×10 mL). The crude mixture was purified by flash chromatography on silica, eluting with methanol and dichloromethane (1/9), to give the title compound as a colourless solid (0.384 g, 73%).

1. customThe crude reaction mixture
2. customwas purified by ion exchange on SCX-II acidic resin (1 g)
3. washeluting with methanol/dichloromethane (1/1)
4. customthe solvent was removed in vacuo
5. customThe crude mixture was used without further purification
6. temperatureA solution of the protected amine in 6 M HCl (3 mL) was heated under microwave irradiation at 105° C. for 50 min
7. extractionextracted with ethyl acetate (3×10 mL)
8. customThe crude mixture was purified by flash chromatography on silica
9. washeluting with methanol and dichloromethane (1/9)