反应详情

温度

60 °C

A suspension of 1-(4-aminobutyl)-1H-imidazo[4,5-c]quinolin-4-amine (2.0 g, 7.8 mmol) in pyridine (1 L) was warmed to 60° C. to dissolve the starting material. The solution was cooled to about 30° C. and then benzoyl chloride (1.1 g, 7.8 mmol) diluted with pyridine (100 mL) was slowly added. After 1 hour analysis by high performance liquid chromatography (HPLC) indicated that some starting material remained. Additional benzoyl chloride (0.3 g) was added and the reaction was warmed to 50° C. overnight. The reaction mixture was concentrated under vacuum. The resulting residue was combined with chloroform (200 mL) and 1% sodium carbonate (200 mL). The organic layer was separated and then concentrated under vacuum. The resulting residue was combined with propyl acetate (30 mL) and heated on a steam bath to dissolve the residue. The solution was allowed to cool. The resulting precipitate was isolated by filtration to provide N1-[4-(4-amino-1H-imidazo[4,5-c]quinolin-1-yl)butyl]benzamide as a solid, m.p. 210-212° C.

1. dissolutionto dissolve the starting material
2. temperatureThe solution was cooled to about 30° C.
3. additionwas slowly added
4. temperaturethe reaction was warmed to 50° C. overnight
5. concentrationThe reaction mixture was concentrated under vacuum
6. customThe organic layer was separated
7. concentrationconcentrated under vacuum
8. temperatureheated on a steam bath
9. dissolutionto dissolve the residue
10. temperatureto cool
11. customThe resulting precipitate was isolated by filtration