反应详情

Under a nitrogen atmosphere, 8-bromo-4-(1,4-dioxa-8-azaspiro [4.5]dec-8-yl)-2-methylquinoline (10.2 g), 2,4-dichlorophenylboric acid (6.0 g) and sodium carbonate (8.93 g) were suspended in a mixed solvent of deaerated water (24 mL), toluene (12 mL) and ethanol (12 mL), followed by adding thereto tetrakis-(triphenylphosphine) palladium (1.6 g), and the resulting mixture was heated under reflux for 16 hours. The reaction mixture was cooled to room temperature and separated with ethyl acetate and a saturated aqueous ammonium chloride solution. After the aqueous phase was extracted with ethyl acetate, the combined organic phase was dried over anhydrous sodium sulfate. The desiccating agent was filtered off, after which the filtrate was concentrated under reduced pressure and the resultant residue was crystallized from diisopropyl ether. The crystals were collected by filtration and washed with a small amount of diisopropyl ether to obtain the title compound (10.5 g).

1. additionby adding
2. temperatureunder reflux for 16 hours
3. customseparated with ethyl acetate
4. extractionAfter the aqueous phase was extracted with ethyl acetate
5. dry with materialthe combined organic phase was dried over anhydrous sodium sulfate
6. filtrationThe desiccating agent was filtered off
7. concentrationafter which the filtrate was concentrated under reduced pressure
8. customthe resultant residue was crystallized from diisopropyl ether
9. filtrationThe crystals were collected by filtration
10. washwashed with a small amount of diisopropyl ether