反应详情

Ethyl 3-(3-aminoquinolin-4-ylamino)-2,2-dimethylpropanoate (see Example 26 Parts A through D, 9.0 g, 31.3 mmol) was treated according to a modification of the method described in Part B of Example 8 using trimethyl orthovalerate in lieu of trimethyl orthobutyrate. Prior to the addition of trimethyl orthovalerate (6.1 mL, 35 mmol) and pyridinium p-toluenesulfonate (0.050 g), the reaction was heated at reflux for 15 minutes and then cooled slightly. The reaction was heated at reflux for five hours, allowed to cool to ambient temperature, stirred overnight, and concentrated under reduced pressure to provide 11.2 g of ethyl 3-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)-2,2-dimethylpropanoate.

1. additionwas treated
2. temperaturethe reaction was heated
3. temperatureat reflux for 15 minutes
4. temperaturecooled slightly
5. temperatureThe reaction was heated
6. temperatureat reflux for five hours
7. concentrationconcentrated under reduced pressure