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

HRID 1987914Notes

Reaction equation

HRID 1987914 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][CH:13]1[CH2:17][CH2:16][CH2:15][O:14]1)[NH2:6].[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:26]=[C:27]([C:30](O)=[O:31])[NH:28][CH:29]=2)=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:26]=[C:27]([C:30]([NH:6][C:5]3[CH:7]=[CH:8][C:9]([O:10][CH2:11][CH2:12][CH:13]4[CH2:17][CH2:16][CH2:15][O:14]4)=[C:3]([O:2][CH3:1])[CH:4]=3)=[O:31])[NH:28][CH:29]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 128970994-(4-Chlorophenyl)-1H-pyrrole-2-carboxylic acidHCID 651589563-Methoxy-4-(2-(tetrahydrofuran-2-yl)ethoxy)aniline

Product 1

HCID 672151864-(4-chlorophenyl)-N-(3-methoxy-4-(2-(tetrahydrofuran-2-yl)ethoxy)phenyl)-1H-pyrrole-2-carboxamideYield 98%

Procedure

Acylation of 3-methoxy-4-(2-(tetrahydrofuran-2-yl)ethoxy)aniline from step A with 4-(4-chlorophenyl)-1H-pyrrole-2-carboxylic acid to generate the title compound in 98% yield was achieved via the procedure described in step C of Example 1. The crude product was used for next step without further purification.

Sources & evidence

ORD record
ord-90d00f4495444fa9b6cbb05ffe56a3a3
Source dataset
uspto-grants-2009_06
Patent number
US07553836B2

Reaction notes

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