4-(4-Chlorophenyl)-1H-pyrrole-2-carboxylic acid → 4-(4-chlorophenyl)-N-(3-methoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethoxy)phenyl)-1H-pyrrole-2-carboxamide

HRID 2420701Notes

Reaction equation

HRID 2420701 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])=[C:4]([O:17][CH3:18])[CH:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:27]=[C:28]([C:31](O)=[O:32])[NH:29][CH:30]=2)=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:27]=[C:28]([C:31]([NH:1][C:2]3[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8](=[O:9])[N:10]4[CH2:14][CH2:13][CH2:12][CH2:11]4)=[C:4]([O:17][CH3:18])[CH:3]=3)=[O:32])[NH:29][CH:30]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 128970994-(4-Chlorophenyl)-1H-pyrrole-2-carboxylic acidHCID 550368732-(4-Amino-2-methoxyphenoxy)-1-(pyrrolidin-1-yl)ethanone

Product 1

HCID 672152624-(4-chlorophenyl)-N-(3-methoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethoxy)phenyl)-1H-pyrrole-2-carboxamideYield 95%

Procedure

Acylation of 2-(4-amino-2-methoxyphenoxy)-1-(pyrrolidin-1-yl)ethanone with 4-(4-chlorophenyl)-1H-pyrrole-2-carboxylic acid to generate the title compound was achieved following the procedure described in step C of Example 1 in 95% yield. MS (ESI) 401 (M+H)+.

Sources & evidence

ORD record
ord-b365e0eb3c19462295d601ac09e52780
Source dataset
uspto-grants-2011_06
Patent number
US07956049B2

Reaction notes

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