Dicyclohexylcarbodiimide → 1-{[(4-Chloro-1H-pyrrol-2-yl)carbonyl]oxy}pyrrolidine-2,5-dione

반응식

[Cl:1][C:2]1[CH:3]=[C:4]([C:7]([OH:9])=[O:8])[NH:5][CH:6]=1.O[N:11]1[C:15](=[O:16])[CH2:14][CH2:13][C:12]1=[O:17].C1CCC(N=C=NC2CCCCC2)CC1>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:7]([O:9][N:11]2[C:15](=[O:16])[CH2:14][CH2:13][C:12]2=[O:17])=[O:8])[NH:5][CH:6]=1

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실험 절차

A mixture of 4-chloro-1H-pyrrole-2-carboxylic acid (1 eq), N-hydroxysuccinimide (1 eq) and DCC (1.05 eq) in dry THF was stirred at RT for 12 h. The solid urea was filtered off and washed with THF. The filtrate was evaporated under reduced pressure and the resulting crude was purified by on silica gel eluting with petrol ether/EtOAc to obtain the title compound as a white-off powder. 1H NMR (400 MHz, DMSO-d6) δ: 12.87 (1H, br. S), 7.50-7.45 (1H, m), 7.16-7.12 (1H, m), 2.87 (4H, s).