3-Chloro-1H-indole-6-carboxylic acid → HCID 44444042, compound

HRID 32453Notes

Reaction equation

HRID 32453 reaction equation
Cl.[CH:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][CH2:13][CH:14]([NH2:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:7][CH2:6]1)([CH3:4])[CH3:3].[Cl:22][C:23]1[C:31]2[C:26](=[CH:27][C:28]([C:32](O)=[O:33])=[CH:29][CH:30]=2)[NH:25][CH:24]=1>>[Cl:22][C:23]1[C:31]2[C:26](=[CH:27][C:28]([C:32]([NH:21][CH:14]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:13][CH2:12][CH2:11][CH:8]3[CH2:7][CH2:6][N:5]([CH:2]([CH3:4])[CH3:3])[CH2:10][CH2:9]3)=[O:33])=[CH:29][CH:30]=2)[NH:25][CH:24]=1

Participants

3

Reactant 2

HCID 155430423-Chloro-1H-indole-6-carboxylic acidHCID 69307860HCID 69307860, compound

Product 1

HCID 44444042HCID 44444042, compound

Procedure

Using coupling method A, crude 4-(1-isopropylpiperidin-4-yl)-1-phenylbutylamine hydrochloride (0.70 mmol) and 3-chloroindole-6-carboxylic acid (162 mg, 0.83 mmol) afforded, after purification (SiO2: 10:10:1 hexane:EtOAc:isopropylamine), 66 mg (13%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 10:10:1 hexane:EtOAc:isopropylamine), 66 mg (13%) of the title compound

Sources & evidence

ORD record
ord-927e06a3a3694ca0a9f621a8821f9743
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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