反应详情

Dicyclohexylcarbodiimide (0.11 moles, 2.26 g), hydroxybenzotriazole, (0.011 moles, 1.48 g) and monomethylsuccinate (0.011 moles, 1.45 g) were dissolved in 75 ml of DMF. 2-(3,4-Diaminophenyl)benzonitrile (0.01 moles, 2.0 g) was added. The reaction was stirred at room temperature for 48 hours The solvent was removed in vacuo. The residue was dissolved in ethyl acetate and washed thoroughly with brine. The ethyl acetate solution was dried over sodium sulfate and filtered. The solvent was removed. The residue was purified by HPLC on silica gel eluted with ethyl acetate. The material was dissolved in 400 ml toluene with 5 mg of p-toluenesulfonic acid and refluxed for 8 hours. The solvent was removed. The residue was purified by HPLC on silica gel eluted with ethyl acetate to yield 2.3 g of methyl 3-[5-(2-cyanophenyl)-1H-benzimidazole-2-yl]propionate. (MS).

1. customwas removed in vacuo
2. dissolutionThe residue was dissolved in ethyl acetate
3. washwashed thoroughly with brine
4. dry with materialThe ethyl acetate solution was dried over sodium sulfate
5. filtrationfiltered
6. customThe solvent was removed
7. customThe residue was purified by HPLC on silica gel
8. washeluted with ethyl acetate
9. dissolutionThe material was dissolved in 400 ml toluene with 5 mg of p-toluenesulfonic acid
10. temperaturerefluxed for 8 hours
11. customThe solvent was removed
12. customThe residue was purified by HPLC on silica gel
13. washeluted with ethyl acetate