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

HRID 32443Notes

Reaction equation

HRID 32443 reaction equation
[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH:13][CH:14]([CH:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)[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.[CH3:29][C:30]([CH3:32])=O>>[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH:13][CH:14]([CH:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)[CH2:15][O:16][CH2:17][CH:18]3[CH2:23][CH2:22][N:21]([CH:30]([CH3:32])[CH3:29])[CH2:20][CH2:19]3)=[O:12])=[CH:8][CH:9]=2)[NH:4][CH:3]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 69309647HCID 69309647, compound

Product 1

HCID 693105503-Chloro-N-[1-cyclopentyl-2-(1-isopropylpiperidin-4-yl-methoxy)ethyl]-1H-indole-6-carboxamide

Procedure

Using alkylation method A, 3-chloro-N-[1-cyclopentyl-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide (140 mg, 0.35 mmol) and acetone (0.25 mL, 3.5 mmol) afforded, after SCX purification, 67 g (44%) of the title compound.

Workup

  1. customafforded
  2. customafter SCX purification, 67 g (44%) of the title compound

Sources & evidence

ORD record
ord-242c64ead2f04e0e9cdf5b38befd1351
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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