Acetone → 3-Chloro-N-[1-(2-chlorophenyl)-2-(1-isopropylpiperidin-4-yl-methoxy)ethyl]-1H-indole-6-carboxamide

HRID 32423

Reaction equation

HRID 32423 reaction equation
[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH:13][CH:14]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[Cl:30])[CH2:15][O:16][CH2:17][CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[O:12])=[CH:8][CH:9]=2)[NH:4][CH:3]=1.[CH3:31][C:32]([CH3:34])=O>>[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH:13][CH:14]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[Cl:30])[CH2:15][O:16][CH2:17][CH:18]3[CH2:23][CH2:22][N:21]([CH:32]([CH3:34])[CH3:31])[CH2:20][CH2:19]3)=[O:12])=[CH:8][CH:9]=2)[NH:4][CH:3]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 693078883-chloro-N-[1-(2-chlorophenyl)-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide

Product 1

HCID 444440653-Chloro-N-[1-(2-chlorophenyl)-2-(1-isopropylpiperidin-4-yl-methoxy)ethyl]-1H-indole-6-carboxamide

Procedure

Using alkylation method A, 3-chloro-N-[1-(2-chloro-phenyl)-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide (200 mg, 0.41 mmol) and acetone (2.5 mL, 54 mmol) afforded, after purification (SiO2: 10:10:1 hexane:EtOAc:isopropylamine), 132 mg (66%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 10:10:1 hexane:EtOAc:isopropylamine), 132 mg (66%) of the title compound

Sources & evidence

ORD record
ord-a3a79da5ed294cd4a7b8adeef645bf4d
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Linked notes

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