1,1'-Carbonyldiimidazole → HCID 21196159, compound

Reaction equation

[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][CH2:7][C:8]2[N:9]([CH3:22])[C:10]3[C:15]([C:16]=2[CH2:17][CH2:18][C:19](O)=[O:20])=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:4][CH:3]=1.[C:25]([N:32]1[CH:36]=[CH:35]N=[CH:33]1)(N1C=CN=C1)=O.CN([N:40]1[CH2:45]CC[CH2:42][CH2:41]1)C>O1CCCC1>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][CH2:7][C:8]2[N:9]([CH3:22])[C:10]3[C:15]([C:16]=2[CH2:17][CH2:18][C:19]([N:40]2[CH2:45][CH2:35][CH:36]([N:32]([CH3:25])[CH3:33])[CH2:42][CH2:41]2)=[O:20])=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:4][CH:3]=1

Participants

Procedure

Under a nitrogen atmosphere 3-{2-[(4-chlorophenoxy)methyl]-1-methyl-1H-indol-3-yl}propanoic acid (0.286 g, 0.832 mmol) was dissolved in 6 ml of dry tetrahydrofuran. To this solution 1,1′-carbonyldiimidazole (0.141 g, 0.874 mmol) was added and the resulting mixture was stirred at room temperature for about two hours. The progress of the reaction was monitored by thin layer chromatography. The reaction mixture was then heated to 65° C. and maintained at this temperature for about 35 minutes. To this reaction mixture dimethylaminopiperidine (0.112 g, 0.874 mmol), dissolved in about 3.6 ml of tetrahydrofuran. This mixture was stirred at room temperature overnight.