(1-methyl-6-pyrrolidin-1-yl-1H-indol-3-yl)-acetamide → 3-(6-Chloro-1-methyl-1H-indol-3-yl)-4-(1-methyl-6-pyrrolidin-1-yl-1H-indol-3-yl)pyrrole-2,5-dione

HRID 651770Notes

Reaction equation

HRID 651770 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:12](=O)[C:13]([O:15]C)=O)=[CH:7][N:8]2[CH3:11])=[CH:4][CH:3]=1.[CH3:18][N:19]1[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([N:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[CH:26]=2)[C:21]([CH2:33][C:34]([NH2:36])=[O:35])=[CH:20]1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:12]3[C:13](=[O:15])[NH:36][C:34](=[O:35])[C:33]=3[C:21]3[C:22]4[C:27](=[CH:26][C:25]([N:28]5[CH2:29][CH2:30][CH2:31][CH2:32]5)=[CH:24][CH:23]=4)[N:19]([CH3:18])[CH:20]=3)=[CH:7][N:8]2[CH3:11])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 21709040(1-methyl-6-pyrrolidin-1-yl-1H-indol-3-yl)-acetamideHCID 21709087methyl (6-chloro-1-methyl-1H-indol-3-yl)glyoxylate

Product 1

HCID 102047673-(6-Chloro-1-methyl-1H-indol-3-yl)-4-(1-methyl-6-pyrrolidin-1-yl-1H-indol-3-yl)pyrrole-2,5-dioneYield 39.1%

Procedure

3-(6-Chloro-1-methyl-1H-indol-3-yl)-4-(1-methyl-6-pyrrolidin-1-yl-1H-indol-3-yl)pyrrole-2,5-dione (70 mg, 37%) was prepared from methyl (6-chloro-1-methyl-1H-indol-3-yl)glyoxylate (98 mg, 0.39 mmol) and (1-methyl-6-pyrrolidin-1-yl-1H-indol-3-yl)-acetamide (100 mg, 0.39 mmol).

Sources & evidence

ORD record
ord-d1de5ec6120949eab6a3cb7564597bca
Source dataset
uspto-grants-2001_08
Patent number
US06281356B1

Reaction notes

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