反应详情

温度

60 °C

To a solution of (S)-5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole (1.34 g) synthesized by a method described in Synthetic Example 1 of JP-A 10-504290 in tetrahydrofuran (10 mL) were added 2-[(chlorocarbonyl)(methyl)amino]ethyl ethyl carbonate (0.9 mL) obtained in Reference Synthetic Example 34, triethylamine (1.08 mL) and 4-dimethylaminopyridine (0.010 g), and stirred at 60° C. for 6 hrs. The reaction solution was concentrated under reduced pressure, and to the residue was added water (30 mL), and extracted with ethyl acetate (50 mL). The ethyl acetate layer was washed with saturated brine (15 mL), and dried over anhydrous magnesium sulfate. After concentrating under reduced pressure, the residue was purified with basic silica gel column chromatography (eluted with ethyl acetate:hexane=1:2, then 1:1) to give a mixture of 3:2 of title compound and ethyl 2-[[[(S)-6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-benzimidazol-1-yl]carbonyl](methyl)amino]ethyl carbonate as pale yellow amorphous solid (0.92 g).

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additionto the residue was added water (30 mL)
3. extractionextracted with ethyl acetate (50 mL)
4. washThe ethyl acetate layer was washed with saturated brine (15 mL)
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationAfter concentrating under reduced pressure
7. customthe residue was purified with basic silica gel column chromatography (
8. washeluted with ethyl acetate
9. customhexane=1:2, then 1:1) to give