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

HRID 1987901Notes

Reaction equation

HRID 1987901 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[O:10][CH2:11][CH2:12][N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.[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:9][C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([O:10][CH2:11][CH2:12][N:13]4[CH2:17][CH2:16][CH2:15][CH2:14]4)[CH:5]=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 189801284-methoxy-3-[2-(1-pyrrolidinyl)ethoxy]Benzenamine

Product 1

HCID 672146474-(4-chlorophenyl)-N-(4-methoxy-3-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-1H-pyrrole-2-carboxamideYield 74%

Procedure

Acylation of 4-methoxy-3-(2-(pyrrolidin-1-yl)ethoxy)benzenamine from step A with 4-(4-chlorophenyl)-1H-pyrrole-2-carboxylic acid to generate the title compound in 74% yield was achieved via the procedure described in step C of Example 1. MS (ESI) 440 (M+H)+.

Sources & evidence

ORD record
ord-d6df6f727d5e4e038f860b814dfb454f
Source dataset
uspto-grants-2009_06
Patent number
US07553836B2

Reaction notes

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