反应详情

5-[2-(Benzyloxy)ethyl]-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazole-4-carboxylic acid (375 mg, 0.951 mmol) obtained in Example 107b), HOBt (64.9 mg, 0.475 mmol, 0.5 eq.) and cyclopropylamine (0.088 ml, 1.24 mmol, 1.3 eq.) were dissolved in acetonitrile-DMF (2:1, 4.5 ml), WSC (223 mg, 1.14 mmol, 1.2 eq.) was added, and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate-hexane (4:1, 50 ml), washed twice with 2% aqueous sodium carbonate solution and with 10% aqueous sodium chloride solution and saturated brine, dried over anhydrous sodium sulfate, and concentrated. The residue was subjected to column chromatography (elution solvent, ethyl acetate-hexane=1:2-3:2) on silica gel (manufactured by E. Merck, Art.7734, 10 g). The fraction obtained by elution with ethyl acetate-hexane (1:1-3:2) was concentrated, and diethyl ether was added. The precipitate was collected by filtration, washed with diethyl ether and dried to give the title compound as a white powder (262 mg, 0.604 mmol, 79.4%).

1. washwashed twice with 2% aqueous sodium carbonate solution and with 10% aqueous sodium chloride solution and saturated brine
2. dry with materialdried over anhydrous sodium sulfate
3. concentrationconcentrated
4. washThe residue was subjected to column chromatography (elution solvent, ethyl acetate-hexane=1:2-3:2) on silica gel (manufactured by E. Merck, Art.7734, 10 g)
5. customThe fraction obtained by elution with ethyl acetate-hexane (1:1-3:2)
6. concentrationwas concentrated
7. additiondiethyl ether was added
8. filtrationThe precipitate was collected by filtration
9. washwashed with diethyl ether
10. customdried