反应详情

Sodium hydride (1.1 g) was disolved in DMSO (20 ml) at 70°-75° C. under nitrogen. The solution was cooled and 2-(4-aminobutylamino)pyridine (6.9 g) in DMSO (20 ml) added at room temperature. n-Propyl iodide (7.81 g) in DMSO (10 ml) was added dropwise maintaining the temperature at 25°-35° C. After a further 15 min water (200 ml) was added and the mixture extracted with ether. The ether extract was washed with 2N hydrochloric acid and the aqueous layer basified to pH 6. After extracting with chloroform, the pH of the aqueous layer was raised to 14 and extracted with ether. The ether extracts were washed with 0.1N sodium hydroxide, dried (K2CO3) and stripped to give 2-[N-(4-aminobutyl)-N-propylamino]pyridine (5.79 g) as an oil which was used without further purification. (ii) 2-[N-(4-aminobutyl)-N-propylamino]pyridine (1.24 g) and 2-methylthio-5-(3,4-methylenedioxybenzyl)pyrimid-4-one (1.38 g) were fused together in an oil bath at 160° C. for 2.5 hr. On cooling the residue was crystallised twice from ethanol/water and finally from acetone/water to give 2-[4-(N-propyl-N-pyrid-2-ylamino)butylamino]-5-(3,4-methylenedioxybenzyl)pyrimid-4-one 1.95H2O, 1.11 g (47%) mp indeterminate.

1. temperatureThe solution was cooled
2. temperaturemaintaining the temperature at 25°-35° C
3. extractionthe mixture extracted with ether
4. extractionThe ether extract
5. washwas washed with 2N hydrochloric acid
6. extractionAfter extracting with chloroform
7. temperaturethe pH of the aqueous layer was raised to 14
8. extractionextracted with ether
9. washThe ether extracts were washed with 0.1N sodium hydroxide
10. dry with materialdried (K2CO3)