1-(3-chlorophenyl)-1H-pyrrole-2-carbaldehyde → 3-[N-(3-chlorophenyl)pyrrol-2-yl]-5-acetylaminoindolin-2-one

HRID 585095Notes

Reaction equation

HRID 585095 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)(=[O:3])[CH3:2].[Cl:15][C:16]1[CH:17]=[C:18]([N:22]2[CH:26]=[CH:25][CH:24]=[C:23]2C=O)[CH:19]=[CH:20][CH:21]=1>C(O)C>[Cl:15][C:16]1[CH:17]=[C:18]([N:22]2[CH:26]=[CH:25][CH:24]=[C:23]2[CH:8]2[C:7]3[C:11](=[CH:12][CH:13]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[CH:6]=3)[NH:10][C:9]2=[O:14])[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 37100401-(3-chlorophenyl)-1H-pyrrole-2-carbaldehydeHCID 11206280N-(2-oxoindolin-5-yl)acetamide

Product 1

HCID 101094523-[N-(3-chlorophenyl)pyrrol-2-yl]-5-acetylaminoindolin-2-oneYield 17%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

By carrying out the procedure as in Example 1, but starting with 1.05 g (5 mmol) of 5-acetylaminoindolin-2-one in 150 ml of ethanol and 0.95 g (10 mmol) of 3-[N-(3-chlorophenyl)pyrrole-2-carboxaldehyde, 0.32 g (17%) of 3-[N-(3-chlorophenyl)pyrrol-2-yl]-5-acetylaminoindolin-2-one is obtained in the form of an orange solid whose characteristic is the following: melting point=251° C.

Sources & evidence

ORD record
ord-46ec22cd25af44129e93cecded2b6137
Source dataset
uspto-grants-2005_08
Patent number
US06930124B2

Reaction notes

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