反应详情

Triethylamine (0.36 ml) and acetyl chloride (0.06 ml) were added to a solution of 5-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride (400 mg) in anhydrous N,N-dimethylformamide (8 ml) and the mixture was stirred at room temperature for 1 hour. 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 then concentrated. The residue was chromatographed on a silica gel column using ethyl acetate:n-hexane=4:1→1:0→ethyl acetate:methanol=10:1 as the eluant to afford the title compound (320 mg, white amorphous, mp 92-95° C.).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. customThe residue was partitioned between ethyl acetate and water
3. washThe extract was washed with saturated aqueous sodium chloride solution
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated
6. customThe residue was chromatographed on a silica gel column