Triethylamine → HCID 12805216, compound

Reaction equation

[Cl-].[C:2]1([N:8](C2C=CC=CC=2)C([N+]2C=CC=CC=2)=O)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:23]=[C:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26](=[O:33])[N:25]1[CH2:34][CH2:35][C:36]1[C:44]2[C:39](=[CH:40][CH:41]=[C:42]([CH2:45][C:46](O)=[O:47])[CH:43]=2)[NH:38][CH:37]=1.C(N(CC)CC)C>O>[O:23]=[C:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26](=[O:33])[N:25]1[CH2:34][CH2:35][C:36]1[C:44]2[C:39](=[CH:40][CH:41]=[C:42]([CH2:45][C:46]([NH:8][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:47])[CH:43]=2)[NH:38][CH:37]=1

Participants

Procedure

An ice-cold solution of diphenylamino carbonyl pyridinium chloride (3.5 g) in water (35 ml) was added dropwise to a mixture of 3-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-1H-indole-5-acetic acid (3.5 g), triethylamine (2.8 ml) and ice-water (70 ml) with rapid stirring over 15 min. After stirring the mixture for a further 10 min. it was extracted with ethyl acetate (3×30 ml). The combined organic extracts were washed with water (1×50 ml), dried (Na2SO4), and evaporated in vacuo to give an orange solid (3.6 g).