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

HRID 32439Notes

Reaction equation

HRID 32439 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][N: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.[CH3:30][C:31]([CH3:33])=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][N:25]=3)[CH2:15][O:16][CH2:17][CH:18]3[CH2:19][CH2:20][N:21]([CH:31]([CH3:33])[CH3:30])[CH2:22][CH2:23]3)=[O:12])=[CH:8][CH:9]=2)[NH:4][CH:3]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 693096623-chloro-N-[1-(2-pyridinyl)-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide

Product 1

HCID 693079373-Chloro-N-[1-(2-pyridinyl)-2-(1-isopropylpiperidin-4-yl-methoxy)ethyl]-1H-indole-6-carboxamideYield 70%

Procedure

Using alkylation method A, 3-chloro-N-[1-(2-pyridinyl)-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide (170 mg, 0.41 mmol) and acetone (1.2 mL, 16.8 mmol) afforded 130 mg (70%) of the title compound.

Sources & evidence

ORD record
ord-3fa69de1224d41809bdd0f051b2f9081
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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