3-Chloro-1H-indole-6-carboxylic acid → HCID 69309650, compound

HRID 32450Notes

Reaction equation

HRID 32450 reaction equation
[CH:1]([C@@H:4]([NH2:17])[CH2:5][O:6][CH2:7][CH:8]1[CH2:13][CH2:12][N:11]([CH:14]([CH3:16])[CH3:15])[CH2:10][CH2:9]1)([CH3:3])[CH3:2].[Cl:18][C:19]1[C:27]2[C:22](=[CH:23][C:24]([C:28](O)=[O:29])=[CH:25][CH:26]=2)[NH:21][CH:20]=1>>[ClH:18].[Cl:18][C:19]1[C:27]2[C:22](=[CH:23][C:24]([C:28]([NH:17][C@H:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][O:6][CH2:7][CH:8]3[CH2:9][CH2:10][N:11]([CH:14]([CH3:16])[CH3:15])[CH2:12][CH2:13]3)=[O:29])=[CH:25][CH:26]=2)[NH:21][CH:20]=1

Participants

3

Reactant 2

HCID 155430423-Chloro-1H-indole-6-carboxylic acidHCID 69310673HCID 69310673, compound

Product 1

HCID 69309650HCID 69309650, compound

Procedure

Using coupling method A, (R)-1-(isopropyl)-2-(1-iso-propylpiperidin-4-ylmethoxy)ethylamine (135 mg, 0.56 mmol) and 3-chloroindole-6-carboxylic acid (109 mg, 0.56 mmol) afforded, after purification (SiO2: 4:2:1 DCM:EtOAc:isopropylamine) and conversion to the HCl salt by general method A, 167 mg (66%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 4:2:1 DCM:EtOAc:isopropylamine) and conversion to the HCl salt by general method A, 167 mg (66%) of the title compound

Sources & evidence

ORD record
ord-da8a7aa9834949d891b3a1fa2aa76cf0
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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