Acetone → 6-Chloro-N-[1-(2-chlorophenyl)-2-(1-isopropylpiperidin-4-yl-methoxy)ethyl]benzo[b]thiophene-2-carboxamide

HRID 32431Notes

Reaction equation

HRID 32431 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:9]=[C:8]([C:10]([NH:12][CH:13]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:29])[CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[O:11])[S:7][C:6]=2[CH:30]=1.[CH3:31][C:32]([CH3:34])=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:9]=[C:8]([C:10]([NH:12][CH:13]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:29])[CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][N:20]([CH:32]([CH3:34])[CH3:31])[CH2:19][CH2:18]3)=[O:11])[S:7][C:6]=2[CH:30]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 693079076-chloro-N-[1-(2-chloro-phenyl)-2-(piperidin-4-ylmethoxy)ethyl]benzo[b]thiophene-2-carboxamide

Product 1

HCID 693105836-Chloro-N-[1-(2-chlorophenyl)-2-(1-isopropylpiperidin-4-yl-methoxy)ethyl]benzo[b]thiophene-2-carboxamide

Procedure

Using alkylation method A, 6-chloro-N-[1-(2-chloro-phenyl)-2-(piperidin-4-ylmethoxy)ethyl]benzo[b]thiophene-2-carboxamide (255 mg, 0.55 mmol) and acetone (2.0 mL, 27 mmol) afforded, after purification (SiO2: 4:4:1 hexane EtOAc:isopropylamine), 150 mg (54%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 4:4:1 hexane EtOAc:isopropylamine), 150 mg (54%) of the title compound

Sources & evidence

ORD record
ord-e133d30be52b4d4f9e14ab88dbcb143c
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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