反应详情

温度

0 °C

3-(1.6-dihydro-6-amino-9H-purin-9-yl)propionic acid, ethyl ester (15.2 g., 64.6 mmol) (AIT-0026) was placed into a 500 ml round bottom flask with 350 ml glacial acetic acid and was stirred to complete dissolution. While stirring, 22.3 g (0.323 mol) NaNO2 dissolved in water (saturated) was added dropwise over a period of one hour using a dropping funnel (pressure equalizing). A brown gas formed during the addition. The flask was stoppered shortly after the addition was complete and the solution was stirred at room temperature for 24 hours. The solvent was removed under reduced pressure (approximately 45°-50° C.). The residue was washed with cold (0° C.) absolute ethanol and filtered. The resulting white solid was dissolved in 175 ml ethanol/water (70/30) and was cooled to 0° C. overnight. The resulting precipitate was obtained by filtration. The solid was placed into a flask with a magnetic stirring bar and was washed with water by vigorous stirring. The solution was filtered by Buchner vacuum filtration and the resulting white solid was dried in vacuo at 50° C. to yield 4.6 g (19.5 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propionic acid, ethyl ester (AIT-0027). Yield: 30%.

1. stirringWhile stirring
2. additionwas added dropwise over a period of one hour
3. customA brown gas formed during the addition
4. additionafter the addition
5. stirringthe solution was stirred at room temperature for 24 hours
6. customThe solvent was removed under reduced pressure (approximately 45°-50° C.)
7. washThe residue was washed with cold (0° C.) absolute ethanol
8. filtrationfiltered
9. dissolutionThe resulting white solid was dissolved in 175 ml ethanol/water (70/30)
10. customThe resulting precipitate was obtained by filtration
11. customThe solid was placed into a flask with a magnetic stirring bar
12. washwas washed with water by vigorous stirring
13. filtrationThe solution was filtered by Buchner vacuum filtration
14. customthe resulting white solid was dried in vacuo at 50° C.