反应详情

3-Phenyl-1H-pyrazolo[4,3-c]pyridine (3.90 g) was suspended in 50 ml of dimethylformamide and 60% NaH (1.0 g) was added. After stirring for 90 minutes, dimethylaminopropyl chloride (3.0 g) was added, and stirring was continued for 1 hour. At the end of this time the reaction was warmed to 55° and, after an additional 2 hours, an additional 0.50 g of dimethylaminopropyl chloride was added. Warming and stirring was continued for 1 hour, after which time the reaction mixture was distributed between ether and H2O. The organic phase was dried, evaporated, and purified by flash chromatography (5% triethylamine-ethyl acetate), giving an oil upon evaporation of the product-containing fractions. The hydrochloride was formed in ethereal HCl and recrystallized from methanol-ether to give 3.76 g of product, m.p. 237°-239°.

1. stirringstirring
2. waitwas continued for 1 hour
3. temperatureAt the end of this time the reaction was warmed to 55° and, after an additional 2 hours
4. temperatureWarming
5. stirringstirring
6. waitwas continued for 1 hour
7. customThe organic phase was dried
8. customevaporated
9. custompurified by flash chromatography (5% triethylamine-ethyl acetate)
10. customgiving an oil
11. customupon evaporation of the product-containing fractions