3-Chloro-1H-indole-6-carboxylic acid → HCID 69309695, compound

HRID 32457Notes

Reaction equation

HRID 32457 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][CH:13]([NH2:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[Cl:21][C:22]1[C:30]2[C:25](=[CH:26][C:27]([C:31](O)=[O:32])=[CH:28][CH:29]=2)[NH:24][CH:23]=1>>[Cl:21][C:22]1[C:30]2[C:25](=[CH:26][C:27]([C:31]([NH:20][CH:13]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:12][CH2:11][CH2:10][N:7]3[CH2:8][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]3)=[O:32])=[CH:28][CH:29]=2)[NH:24][CH:23]=1

Participants

3

Reactant 2

HCID 155430423-Chloro-1H-indole-6-carboxylic acidHCID 633220634-(4-Isopropylpiperazin-1-yl)-1-phenylbutylamine

Product 1

HCID 69309695HCID 69309695, compound

Procedure

Using coupling method A, crude 4-(4-isopropylpiperazin-1-yl)-1-phenylbutylamine (530 mg, 1.9 mmol) and 3-chloro-indole-6-carboxylic acid (376 mg, 1.9 mmol) afforded, after purification (SiO2: 10:10:1 hexane:EtOAc:isopropyl-amine), 184 mg (21%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 10:10:1 hexane:EtOAc:isopropyl-amine), 184 mg (21%) of the title compound

Sources & evidence

ORD record
ord-ff77d1fd54164d84be3dbe4bf6c6783f
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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