反应详情

To 61 ml of N,N-dimethylformamide (DMF) containing 7.45 g (42.5 mmol) of 2-ethyl-5,7-dimethyl-1H-imidazo[4,5-b]pyridine, 1.79 g (44.6 mmol) of sodium hydride (60%) was added and stirred at room temperature for 30 minutes. To the thus-prepared mixture, 15.3 g of 4-chloro-6-(bromomethyl)-2-(2-nitrophenyl)quinoline was added and stirred at room temperature for 12 hours. After adding 120 ml of toluene thereto, the thus-prepared mixture was poured into a mixture of 60 ml of toluene with 300 ml of water. After adding 120 ml of ethyl acetate thereto, the mixture was separated out and the resulting aqueous layer was extracted with a mixture of 90 ml of toluene with 90 ml of ethyl acetate. The resulting organic layers were combined and evaporated to 117.82 g in an evaporator. Then, 90 ml of toluene was added thereto and the thus-prepared mixture was washed with 90 ml of water twice. The resulting insolubles were filtered off and the organic layer was concentrated to 58.3 g in an evaporator. After allowing to stand at 5° C., the crystals precipitated were collected, washed with 10 ml of toluene twice and dried to obtain 8.12 g of 4-chloro-6-[(2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl]-2-(nitrophenyl)quinoline.

1. additionwas added
2. stirringstirred at room temperature for 12 hours
3. customthe mixture was separated out
4. extractionthe resulting aqueous layer was extracted with a mixture of 90 ml of toluene with 90 ml of ethyl acetate
5. customevaporated to 117.82 g in an evaporator
6. additionThen, 90 ml of toluene was added
7. washthe thus-prepared mixture was washed with 90 ml of water twice
8. filtrationThe resulting insolubles were filtered off
9. concentrationthe organic layer was concentrated to 58.3 g in an evaporator
10. customto stand at 5° C.
11. customthe crystals precipitated
12. customwere collected
13. washwashed with 10 ml of toluene twice
14. customdried