反应详情

Treat sodium iodide (5.58 g, 36.7 mmol) and (S)-2-sec-butylamino-6-methoxy-isonicotinic acid ethyl ester (1.85 g, 7.3 mmol) in acetonitrile (30 mL) with chlorotrimethylsilane (4.66 mL, 36.7 mmol) and stir at reflux for 38 h. Quench with methanol (10 mL), stir for 24 h, and concentrate. Dissolve residue in ethyl acetate, wash with water, saturated aqueous sodium chloride, dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 70:30 to 100:0 ethyl acetate:hexanes) to give the title compound (0.98 g, 56%).

1. temperatureat reflux for 38 h
2. customQuench with methanol (10 mL)
3. stirringstir for 24 h
4. concentrationconcentrate
5. washDissolve residue in ethyl acetate, wash with water, saturated aqueous sodium chloride
6. dry with materialdry (magnesium sulfate)
7. concentrationconcentrate
8. custompurify
9. wash(silica gel chromatography, eluting with 70:30 to 100:0 ethyl acetate:hexanes)