反应详情

To a solution of (1-(methoxymethyl)-1H-benzo[d]imidazol-2-yl)(3-((3-nitropyridin-2-yl)amino)-cyclobutyl)methanone (534 mg, 1.40 mmol) in tetrahydrofuran (20 mL) at room temperature was added concentrated hydrochloric acid (20 mL). The reaction mixture was stirred at room temperature for 1 hour and then heated at 60° C. for 6 hours. The mixture was partially concentrated, neutralized with aqueous saturated sodium bicarbonate and diluted with ethyl acetate. The aqueous phase was extracted with ethyl acetate (2×40 mL) and the combined organic extracts were washed with brine (20 mL). The organic was dried over magnesium sulfate and concentrated to get a residue, which was purified by flash column chromatography on silica gel (10% to 40% ethyl acetate in petroleum ether) to give (1H-benzo[d]imidazol-2-yl)(3-((3-nitropyridin-2-yl)amino)cyclobutyl)methanone (0.57 g, 1.30 mmol, 92% yield) as solid.

1. temperatureheated at 60° C. for 6 hours
2. concentrationThe mixture was partially concentrated
3. additiondiluted with ethyl acetate
4. extractionThe aqueous phase was extracted with ethyl acetate (2×40 mL)
5. washthe combined organic extracts were washed with brine (20 mL)
6. dry with materialThe organic was dried over magnesium sulfate
7. concentrationconcentrated
8. customto get a residue, which
9. customwas purified by flash column chromatography on silica gel (10% to 40% ethyl acetate in petroleum ether)