反应详情

A solution of dimethylsulfoxide (468 mg, 6.00 mmol) and acetonitrile (8 ml) was added to a mixture of mesitylacetoaldehyde (904 mg, 5.57 mmol), bromotrimethylsilane (919 mg, 6.00 mmol) and acetonitrile (8 ml) at 0° C. After stirring at room temperature for 0.5 hour, the mixture was diluted with water (70 ml) and extracted with ethyl acetate (100 ml×2). The extracts were combined, washed with brine, dried over sodium sulfate and concentrated in vacuo. A mixture of the residue, 2-amino-6-(methylamino)pyrimidin-4-ol (1.69 g, 6.00 mmol), potassium carbonate (50 mg) and dimethylsulfoxide (3 ml) was heated at 100° C. for 1 hour. After cooling, the mixture was diluted with water (100 ml) and extracted with ethyl acetate (100 ml×2). The extracts were combined, washed with saturated aqueous sodium hydrogen carbonate and brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with hexane/ethyl acetate (1:1) to give 1.07 g (68%) of the title compound.

1. extractionextracted with ethyl acetate (100 ml×2)
2. washwashed with brine
3. dry with materialdried over sodium sulfate
4. concentrationconcentrated in vacuo
5. temperaturewas heated at 100° C. for 1 hour
6. temperatureAfter cooling
7. extractionextracted with ethyl acetate (100 ml×2)
8. washwashed with saturated aqueous sodium hydrogen carbonate and brine
9. dry with materialdried over sodium sulfate
10. concentrationconcentrated in vacuo
11. customThe residue was purified by silica gel chromatography
12. washeluting with hexane/ethyl acetate (1:1)