反应详情

Prepared according to Procedure B from (4-phenoxyphenyl)-(7-iodoquinolin-4-yl)amine (0.876 g, 2 mmol), 4-(1,3-dioxolan-2-yl)-5-tributylstannylthiazole (2.1 mmol), bis (triphenylphosphine) palladium (II) chloride (0.105 g, 0.15 mmol, 7.5 mol %) and silver oxide (0.463 g, 2 mmol) heated under reflux under nitrogen for 18 hr. The reaction mixture was then filtered through Harborlite® and the filtrate was concentrated. The product was purified on Bond Elut™ cartridge, eluting sequentially with dichloromethane, chloroform, diethyl ether and ethyl acetate. The ketal (0.385 g, 0.824 mmol) was stirred at room temperature in a mixture of THF (10 ml) and 1 N HCl (10 ml) for 2 hr. The suspension was basified with 2N NaOH (5 ml) and the THF was removed. The aqueous suspension was filtered and washed with water to give the product as a yellow solid (0.346 g);m/z 424.

1. customPrepared
2. temperatureheated
3. temperatureunder reflux under nitrogen for 18 hr
4. filtrationThe reaction mixture was then filtered through Harborlite®
5. concentrationthe filtrate was concentrated
6. customThe product was purified on Bond Elut™ cartridge
7. washeluting sequentially with dichloromethane, chloroform, diethyl ether and ethyl acetate
8. customthe THF was removed
9. filtrationThe aqueous suspension was filtered
10. washwashed with water