反应详情

A mixture of 4-(5-chlorobenzimidazol-2-yl)benzoic acid (0.5 g, 1.63 mmol), 1-hydroxybenzotriazole (0.242 g, 1.79 mmol) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.34 g, 1.89 mmol) in THF (15 ml) was heated for 1 h at 35–40° C. 1,2,2,6,6-Pentamethyl-4-aminopiperidine (0.333 g, 1.96 mmol) in THF (3 ml) was added dropwise and the reaction was left 1 h at 60° C. After cooling, the solvent was removed under reduced pressure and the residue was treated with 2N NaOH (15 ml) and extracted with ethyl acetate (20 ml). the organic layer was washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure to give a residue that was treated with CH3CN. The suspension was stirred for 1 h, filtered and dried at 50° C. to give 0.35 g of the title compound (yield 50.5%) as a yellow solid, mp>250° C.

1. temperaturewas heated for 1 h at 35–40° C
2. temperatureAfter cooling
3. customthe solvent was removed under reduced pressure
4. additionthe residue was treated with 2N NaOH (15 ml)
5. extractionextracted with ethyl acetate (20 ml)
6. washthe organic layer was washed with brine
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. customevaporated under reduced pressure
10. customto give a residue that
11. filtrationfiltered
12. customdried at 50° C.