反应详情

Add sodium hydride (47 mg, 1.18 mmol, 60% dispersion in mineral oil) to a solution of (S)-2-sec-butylamino-6-methanesulfonylamino-isonicotinic acid methyl ester (356 mg, 1.18 mmol) in DMF (5 mL) at 0° C. Stir for 10 min, add iodomethane (0.11 mL, 1.77 mmol) dropwise. Stir the mixture at room temperature for 2 h, cool and quench the reaction with an ammonium chloride solution. Extract the mixture with ethyl acetate (3×30 mL) and wash the combined extract with water, saturated aqueous sodium chloride, dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 20:80 ethyl acetate:hexanes) to give the title compound (320 mg, 86%).

1. stirringStir the mixture at room temperature for 2 h
2. temperaturecool
3. customquench
4. customthe reaction with an ammonium chloride solution
5. extractionExtract the mixture with ethyl acetate (3×30 mL)
6. washwash the
7. extractioncombined extract with water, saturated aqueous sodium chloride
8. dry with materialdry (magnesium sulfate)
9. concentrationconcentrate
10. custompurify
11. wash(silica gel chromatography, eluting with 20:80 ethyl acetate:hexanes)