反应详情

温度

100 °C

In a nitrogen purged sealed tube, 1,4-dioxane (1.4 mL) was added and the tube was purged with nitrogen for 5 min and sealed. 3-Cyanophenylboronic acid (0.056 g, 0.384 mmol), 4-chloro-N-(4-(7-methoxy-1,5-naphthyridin-4-yloxy)phenyl)phthalazin-1-amine (0.150 g, 0.349 mmol), and 2.0 M sodium carbonate (0.349 mL, 0.698 mmol) were added to the tube, followed by 1,1′-bis(diphenylphosphino)ferrocene-palladium dichloride (0.013 g, 0.017 mmol). The tube was purged with nitrogen, sealed, and the mixture was heated to 100° C. for 17 h. The mixture was allowed to cool to RT and was concentrated in vacuo. The crude material was purified by silica gel chromatography using 0-100% CH2Cl2:MeOH(90:10)/CH2Cl2. The remaining impurities were removed by diluting the crude with methanol causing a light yellow solid to precipitate, which were filtered and air dried to yield 3-(4-(4-(7-methoxy-1,5-naphthyridin-4-yloxy)phenylamino)phthalazin-1-yl)benzonitrile. MS [M+H]=497.0; Calc'd 496.5 for C30H20N6O2.

1. customIn a nitrogen purged
2. customsealed tube
3. addition1,4-dioxane (1.4 mL) was added
4. customthe tube was purged with nitrogen for 5 min
5. customsealed
6. customThe tube was purged with nitrogen
7. customsealed
8. temperatureto cool to RT
9. concentrationwas concentrated in vacuo
10. customThe crude material was purified by silica gel chromatography
11. customThe remaining impurities were removed
12. additionby diluting the crude with methanol causing a light yellow solid
13. customto precipitate
14. filtrationwhich were filtered
15. customair dried