5-formyl-2,4-dimethyl-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrrole-3-carboxamide → 5-[6-(3-Isopropylphenyl)-2-oxo-1,2-dihydroindol 3-ylidenemethyl]-2,4-dimethyl-1H-pyrrole 3-carboxylic Acid (2-pyrrolidin-1-ylethyl)amide

HRID 2252187Notes

Reaction equation

HRID 2252187 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:18]=[C:17]3[C:13]([CH2:14][C:15](=[O:19])[NH:16]3)=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2].[N:20]1([CH2:25][CH2:26][NH:27][C:28]([C:30]2[C:34]([CH3:35])=[C:33]([CH:36]=O)[NH:32][C:31]=2[CH3:38])=[O:29])[CH2:24][CH2:23][CH2:22][CH2:21]1>>[N:20]1([CH2:25][CH2:26][NH:27][C:28]([C:30]2[C:34]([CH3:35])=[C:33]([CH:36]=[C:14]3[C:13]4[C:17](=[CH:18][C:10]([C:6]5[CH:7]=[CH:8][CH:9]=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:5]=5)=[CH:11][CH:12]=4)[NH:16][C:15]3=[O:19])[NH:32][C:31]=2[CH3:38])=[O:29])[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 207617295-formyl-2,4-dimethyl-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrrole-3-carboxamideHCID 219155736-(3-Isopropylphenyl)indolin-2-one

Product 1

HCID 672812905-[6-(3-Isopropylphenyl)-2-oxo-1,2-dihydroindol 3-ylidenemethyl]-2,4-dimethyl-1H-pyrrole 3-carboxylic Acid (2-pyrrolidin-1-ylethyl)amideYield 63%

Procedure

6-(3-Isopropylphenyl)-1,3-dihydroindol-2-one (48 mg, 0.19 mmol) was condensed with 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-ylethyl)amide (50 mg) to give 59 mg (63%) of the title compound as an orange solid.

Sources & evidence

ORD record
ord-205f7a8724af411f8e70a6465e3a8a39
Source dataset
uspto-grants-2008_01
Patent number
US07320996B2

Reaction notes

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