反应详情

1-{4-[(Ethylamino)carbonyl]phenyl}-5-isobutyl-1H-1,2,3-triazole-4-carboxylic acid (510 mg, 1.61 mmol) obtained in Example 93b), HOBt (110 mg, 0.806 mmol, 0.5 eq.) and cyclopropylamine (0.150 ml, 2.10 mmol, 1.3 eq.) were dissolved in acetonitrile-DMF (2:1, 8.0 ml), WSC (378 mg, 1.93 mmol, 1.2 eq.) was added, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated, and the residue was diluted with ethyl acetate-hexane (4:1, 50 ml) and washed with 2% aqueous sodium carbonate solution, 10% aqueous ammonium chloride solution and saturated brine. The aqueous layers were each extracted with ethyl acetate-hexane (2:1, 30 ml). The organic layers were combined, dried over anhydrous sodium sulfate, and concentrated, and ethyl acetate and diethyl ether were added to the residue. The precipitate was collected by filtration, washed with ethyl acetate-diethyl ether (1:3) and diethyl ether and dried to give the title compound as a white powder (559 mg, 1.57 mmol, 98.3%).

1. concentrationThe reaction mixture was concentrated
2. additionthe residue was diluted with ethyl acetate-hexane (4:1, 50 ml)
3. washwashed with 2% aqueous sodium carbonate solution, 10% aqueous ammonium chloride solution and saturated brine
4. extractioneach extracted with ethyl acetate-hexane (2:1, 30 ml)
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated
7. additionethyl acetate and diethyl ether were added to the residue
8. filtrationThe precipitate was collected by filtration
9. washwashed with ethyl acetate-diethyl ether (1:3) and diethyl ether
10. customdried