反应详情

A suspension of 2-(4-chlorophenyl)-3H-imidazo[4,5-b]pyridine-3-acetic acid (5.0 g, 0.0174 mole), 1,1'-carbonyldiimidazole (2.82 g, 0.0174 mole) and dry tetrahydrofuran (100 ml) was stirred at room temperature for two hours with nitrogen bubbling through it. A solution of 2-(2-aminoethyl)-1-methylpyrrolidine (5.6 g, 0.0435 mole) in tetrahydrofuran (6 ml) was added and the reaction mixture was stirred at room temperature overnight under a nitrogen atmosphere. The solvents were removed under reduced pressure. The resulting solid was titurated to water (200 ml), collected by filtration, rinsed twice with water, twice with 5% potassium hydroxide solution and twice again with water. The solid was dissolved in hot isopropyl alcohol, filtered hot, and water was added. Upon cooling, a solid precipitated. The solid was collected by filtration and air dried to give 4.46 g (64%) of solid. A 0.5-g sample was dried under high vacuum to give 0.40 g of title compound, mp 170°-172° C.

1. stirringthe reaction mixture was stirred at room temperature overnight under a nitrogen atmosphere
2. customThe solvents were removed under reduced pressure
3. filtrationcollected by filtration
4. washrinsed twice with water, twice with 5% potassium hydroxide solution and twice again with water
5. dissolutionThe solid was dissolved in hot isopropyl alcohol
6. filtrationfiltered hot
7. additionwater was added
8. temperatureUpon cooling
9. customa solid precipitated
10. filtrationThe solid was collected by filtration and air
11. customdried