反应详情

5-Bromo-1-isobutyl-3-methyl-6-[2-(trifluoromethyl)benzyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (3.6 g, Example 1c)) was dissolved in tetrahydrofuran (150 ml) at room temperature under an atmosphere of nitrogen. To this solution was added isobutyl magnesium bromide (4.9 mls, 2M in tetrahydrofuran). After 30 mins carbon dioxide gas was passed through the reaction and stirred for 2 hrs. The reaction mixture was then concentrated in vacuo and redissolved in ethanol (100 ml). Concentrated HCl (1 ml) was added and the reaction was heated at reflux for 36 hrs. The reaction was then concentrated in vacuo and partitioned between ethyl acetate and water. The organic layer was collected, dried over magnesium sulfate, filtered and evaporated to dryness in vacuo. The resultant gum was purified via chromotography eluting with 3:2 isohexane/diethyl ether to yield the sub title compound as a brown oil (2.3 g)

1. concentrationThe reaction mixture was then concentrated in vacuo
2. dissolutionredissolved in ethanol (100 ml)
3. additionConcentrated HCl (1 ml) was added
4. temperaturethe reaction was heated
5. temperatureat reflux for 36 hrs
6. concentrationThe reaction was then concentrated in vacuo
7. custompartitioned between ethyl acetate and water
8. customThe organic layer was collected
9. dry with materialdried over magnesium sulfate
10. filtrationfiltered
11. customevaporated to dryness in vacuo
12. customThe resultant gum was purified via chromotography
13. washeluting with 3:2 isohexane/diethyl ether