反应详情

Toluene (30 ml) was added to 2.0 g (4.5 mmol) of 2-cyclopropyl-3-(2'-cyanobiphenyl-4-yl)methyl-6-bromo-7-methyl-3H-imidazo[4,5-b]pyridine, 1.24 g (27.0 mmol) of formic acid, 4.55 g (45.0 mmol) of triethylamine and 10% Pd-C (100 mg), followed by heating under reflux for 6 hours. After the reaction liquid was brought to room temperature and filtered to remove the catalyst, vacuum concentration was effected. Chloroform (50 ml) and water (50 ml) were added to the residue and the obtained mixture was caused liquid-liquid separation. The aqueous phase was further extracted with chloroform (30 ml) twice. The organic phases were combined, dried over anhydrous magnesium sulfate and subjected to vacuum concentration. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to give 1.28 g of 2-cyclopropyl-3-(2'-cyanobiphenyl-4-yl)-methyl-7-methyl-3H-imidazo[4,5-b]pyridine (yield 78%).

1. temperatureby heating
2. temperatureunder reflux for 6 hours
3. customAfter the reaction liquid
4. customwas brought to room temperature
5. filtrationfiltered
6. customto remove
7. concentrationthe catalyst, vacuum concentration
8. additionChloroform (50 ml) and water (50 ml) were added to the residue
9. customliquid-liquid separation
10. extractionThe aqueous phase was further extracted with chloroform (30 ml) twice
11. dry with materialdried over anhydrous magnesium sulfate
12. concentrationsubjected to vacuum concentration
13. customThe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate)