反应详情

温度

70 °C

To sulfolane (10 mL) was added phosphoryl chloride (1.39 g, 9.05 mmol) at rt. Triethylamine (0.92 g, 9.05 mmol) was added dropwise with cooling. tert-Butyl 3-cyano-4-hydroxy-5,8-dihydrothieno[2,3-b:5,4-c′]dipyridine-7(6H)-carboxylate from Example 52A (1.00 g, 3.02 mol) was added, and the mixture was heated to 70° C. for 1.5 h. The mixture was cooled to rt, and triethylamine (2.3 mL) was added. A semi-saturated aqueous sodium chloride solution (10 L) was added whilst cooling with an ice-bath. The mixture was stirred at rt for 30 min and then extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, and the solvent was removed in vacuo. Toluene was added, and the mixture was washed with water. The organic layer was again dried over sodium sulfate, and the solvent was removed in vacuo. After crystallization, the product was triturated with water, collected by suction filtration and dried to yield 543 mg (51%) of the title compound.

1. temperaturewith cooling
2. temperatureThe mixture was cooled to rt
3. temperaturewhilst cooling with an ice-bath
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with water
6. dry with materialdried over sodium sulfate
7. customthe solvent was removed in vacuo
8. additionToluene was added
9. washthe mixture was washed with water
10. dry with materialThe organic layer was again dried over sodium sulfate
11. customthe solvent was removed in vacuo
12. customAfter crystallization
13. customthe product was triturated with water
14. filtrationcollected by suction filtration
15. customdried