Cyclopentanone → HCID 69310695, compound

HRID 32418Notes

Reaction equation

HRID 32418 reaction equation
Cl.[Cl:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([NH:14][C@H:15]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:16][O:17][CH2:18][CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)=[O:13])=[CH:9][CH:10]=2)[NH:5][CH:4]=1.[C:31]1(=O)[CH2:35][CH2:34][CH2:33][CH2:32]1>>[Cl:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([NH:14][C@H:15]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:16][O:17][CH2:18][CH:19]3[CH2:20][CH2:21][N:22]([CH:31]4[CH2:35][CH2:34][CH2:33][CH2:32]4)[CH2:23][CH2:24]3)=[O:13])=[CH:9][CH:10]=2)[NH:5][CH:4]=1

Participants

3

Reactant 2

HCID 8452CyclopentanoneHCID 69307898HCID 69307898, compound

Product 1

HCID 69310695HCID 69310695, compound

Procedure

Using alkylation method A, 3-chloro-N-[(R)-1-phenyl-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide hydrochloride (150 mg, 0.33 mmol) and cyclopentanone (0.5 mL, 5.7 mmol) afforded, after purification (SiO2: 8:2:1 hexane:EtOAc:isopropylamine), 78 mg (49%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 8:2:1 hexane:EtOAc:isopropylamine), 78 mg (49%) of the title compound

Sources & evidence

ORD record
ord-ddafbea0ff66414887357da8f5cd99ea
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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