4-(4-Chlorophenyl)-1H-pyrrole-2-carboxylic acid → 4-(4-chlorophenyl)-N-(6-((dimethylamino)methyl)-5,6,7,8-tetrahydronaphthalen-2-yl)-1H-pyrrole-2-carboxamide

HRID 1987897Notes

Reaction equation

HRID 1987897 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:14][CH2:13][C:12]2[CH:11]=[C:10]([NH2:15])[CH:9]=[CH:8][C:7]=2[CH2:6]1)[CH3:3].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[C:25]([C:28](O)=[O:29])[NH:26][CH:27]=2)=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[C:25]([C:28]([NH:15][C:10]3[CH:9]=[CH:8][C:7]4[CH2:6][CH:5]([CH2:4][N:2]([CH3:1])[CH3:3])[CH2:14][CH2:13][C:12]=4[CH:11]=3)=[O:29])[NH:26][CH:27]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 128970994-(4-Chlorophenyl)-1H-pyrrole-2-carboxylic acidHCID 219397216-[(Dimethylamino)methyl]-5,6,7,8-tetrahydronaphthalen-2-amine

Product 1

HCID 672152144-(4-chlorophenyl)-N-(6-((dimethylamino)methyl)-5,6,7,8-tetrahydronaphthalen-2-yl)-1H-pyrrole-2-carboxamide

Procedure

Following preparation as described in WO03087046, 6-((dimethylamino)methyl)-5,6,7,8-tetrahydronaphthalen-2-amine was converted to the title compound (8 mg) by acylation with 4-(4-chlorophenyl)-1H-pyrrole-2-carboxylic acid (25 mg) following the procedure described in step C of Example 1. MS (ESI) 408 (M+H)+.

Workup

  1. custompreparation

Sources & evidence

ORD record
ord-4b42eb2b1b674dde8e278147e21872f2
Source dataset
uspto-grants-2009_06
Patent number
US07553836B2

Reaction notes

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