反应详情

To a solution of 2-chloro-N-(3-cyano-1-phenyl-1H-pyrazol-5-yl)-5-(3-fluoro-6-(methoxymethyl)pyridin-2-yl)benzamide (Example 89, 200 mg, 0.43 mmol) in DMSO (4 mL) was added potassium carbonate (120 mg, 0.87 mmol) followed by H2O2 (1.79 mL, 17 mmol, 30% w/w in water) slowly, maintaining the internal temperature below 30° C. The reaction was stirred at room temperature for 3 hours before quenching with the addition of water (15 mL). The solution was extracted into ethyl acetate (3×15 mL), the organic extracts were collected, dried over sodium sulphate, and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with ethyl acetate 0-10% MeOH in EtOAc followed by preparative HPLC. The residue was dissolved in DCM (5 mL) and washed with water (4 mL). The organic layer was dried over sodium sulphate and concentrated in vacuo to afford the title compound (29 mg, 14%).

1. temperaturemaintaining the internal temperature below 30° C
2. custombefore quenching with the addition of water (15 mL)
3. extractionThe solution was extracted into ethyl acetate (3×15 mL)
4. customthe organic extracts were collected
5. dry with materialdried over sodium sulphate
6. concentrationconcentrated in vacuo
7. customThe residue was purified
8. washeluting with ethyl acetate 0-10% MeOH in EtOAc
9. dissolutionThe residue was dissolved in DCM (5 mL)
10. washwashed with water (4 mL)
11. dry with materialThe organic layer was dried over sodium sulphate
12. concentrationconcentrated in vacuo