反应详情

To a room temperature solution of 1-(5-allyl-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol (245 mg, 0.5 mmol, 1 equiv.) in 4 mL of acetone and 2 mL of water was added a solution of KMnO4 in 1 mL of water and 2 mL of acetone. After 3 hours, the mixture was filtered and the filter cake washed with acetone. The filtrate was concentrated and the residue diluted with water and extracted with EtOAc. The combined organic layers were dried, filtered, and concentrated in vacuo. The residue was purified by HPLC (5-85% CH3CN/water 0.1% TFA). The desired peaks were combined and made basic with saturated aqueous sodium bicarbonate. The CH3CN was removed and the aqueous was extracted with EtOAc. The combined organic layers were dried, filtered, and concentrated in vacuo to provide 116 mg (44%) of the title compound as a white solid. MS m/z 536.10 (MH+).

1. filtrationthe mixture was filtered
2. washthe filter cake washed with acetone
3. concentrationThe filtrate was concentrated
4. additionthe residue diluted with water
5. extractionextracted with EtOAc
6. customThe combined organic layers were dried
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe residue was purified by HPLC (5-85% CH3CN/water 0.1% TFA)
10. customThe CH3CN was removed
11. extractionthe aqueous was extracted with EtOAc
12. customThe combined organic layers were dried
13. filtrationfiltered
14. concentrationconcentrated in vacuo