反应详情

温度

100 °C

In a nitrogen purged sealed tube was added 1,4-dioxane (1.35 mL), and the solution was purged with nitrogen for 5 minutes, then sealed. 1-Methyl-2-(tributylstannyl)-1H-imidazole (0.311 g, 0.837 mmol), 4-chloro-N-(4-(7-methoxy-1,5-naphthyridin-4-yloxy)phenyl)phthalazin-1-amine (0.120 g, 0.279 mmol) were added to the tube, which was then purged with nitrogen and sealed. To the tube was added 1,1′-bis(diphenylphosphino)ferrocene-palladium dichloride (0.102 mg, 0.140 mmol), and the tube was purged with nitrogen, sealed, and heated to 100° C., while stirring the reaction for 17 hours. The reaction was cooled to RT, and concentrated. The concentrate was purified using reverse phase chromatography, the product fractions were concentrated, extracted into DCM, washed once with sodium carbonate and once with water, upon which the title compound precipiated. The solids were filtered, washed with water, air dried to yield N-(4-(7-methoxy-1,5-naphthyridin-4-yloxy)phenyl)-4-(1-methyl-1H-imidazol-2-yl)phthalazin-1-amine (0.039 g) as light yellow solid. MS [M+H]=476.0; Calc'd 475.5 for C27H21N7O2.

1. customIn a nitrogen purged
2. customsealed tube
3. additionwas added 1,4-dioxane (1.35 mL)
4. customthe solution was purged with nitrogen for 5 minutes
5. customsealed
6. customwas then purged with nitrogen
7. customsealed
8. customthe tube was purged with nitrogen
9. customsealed
10. customthe reaction for 17 hours
11. temperatureThe reaction was cooled to RT
12. concentrationconcentrated
13. customThe concentrate was purified
14. concentrationthe product fractions were concentrated
15. extractionextracted into DCM
16. washwashed once with sodium carbonate and once with water, upon which the title compound precipiated
17. filtrationThe solids were filtered
18. washwashed with water, air
19. customdried