反应详情

温度

80 °C

A mixture of 2-amino-5-mesityl-7-methyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one (142 mg, 0.50 mmol), N,N-diethylaniline (68 mg, 0.50 mmol), and phosphorus oxychloride (10 ml) was heated at 80° C. with stirring for 4 hours. The dark orange solution was allowed to cool to room temperature and concentrated in vacuo. Water (10 ml) was then added to the residue at 0° C. with vigorous stirring. Concentrated aqueous ammonium hydroxide was added and extracted with ethyl acetate (100 ml×2). The extracts were combined, washed with brine, dried over sodium sulfate and concentrated in vacuo. To a mixture of the residue and dimethylformamide (5 ml) was added sodium hydride (60% in oil, 50 mg, 1.25 mmol) at 0° C. and stirred for 0.5 hour. After stirring at room temperature for 0.5 hour, to the mixture was added a solution of n-PrI (213 mg, 1.25 mmol) and dimethylformamide (2 ml) at 0° C. and stirred for 0.5 hour. After stirring at room temperature for 1 hour, the mixture was diluted with water (20 ml) and extracted with ethyl acetate (50 ml×2). The extracts were combined, washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with hexane/ethyl acetate (20:1) to give 59 mg (31%) of the title compound.

1. temperatureto cool to room temperature
2. concentrationconcentrated in vacuo
3. additionWater (10 ml) was then added to the residue at 0° C. with vigorous stirring
4. additionConcentrated aqueous ammonium hydroxide was added
5. extractionextracted with ethyl acetate (100 ml×2)
6. washwashed with brine
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated in vacuo
9. additionTo a mixture of the residue and dimethylformamide (5 ml)
10. stirringstirred for 0.5 hour
11. stirringAfter stirring at room temperature for 0.5 hour, to the mixture
12. stirringstirred for 0.5 hour
13. stirringAfter stirring at room temperature for 1 hour
14. extractionextracted with ethyl acetate (50 ml×2)
15. washwashed with brine
16. dry with materialdried over sodium sulfate
17. concentrationconcentrated in vacuo
18. customThe residue was purified by silica gel chromatography
19. washeluting with hexane/ethyl acetate (20:1)