反应详情

Triethylamine (0.32 ml) and ethyl chloroformate (0.08 ml) were added dropwise to a solution of cyclohexanecarboxylic acid (0.09 ml) in anhydrous N,N-dimethylformamide (8 ml). After stirring the mixture for 90 minutes, 5-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride (400 mg) was added and this mixture was stirred at room temperature for 2 hours and then for 90 minutes in an oil bath at 50° C. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated. The residue was recrystallized from ethyl acetate to afford the title compound (262 mg, pale orange powder, mp 182-184° C.).

1. stirringthis mixture was stirred at room temperature for 2 hours
2. waitfor 90 minutes in an oil bath at 50° C
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. customThe residue was partitioned between ethyl acetate and water
5. washThe extract was washed with saturated aqueous sodium chloride solution
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated
8. customThe residue was recrystallized from ethyl acetate