1-(Cyclopropylcarbonyl)piperazine → [6-Bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-(4-cyclopropanecarbonyl-piperazin-1-yl)-methanone

HRID 1786460Notes

Reaction equation

HRID 1786460 reaction equation
Cl.[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12]([OH:14])=O)[NH:9]2)=[CH:5][C:4]=1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([CH:22]([CH3:24])[CH3:23])[CH2:18][CH2:17]1.[CH:25]1([C:28]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[O:29])[CH2:27][CH2:26]1>>[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12]([N:33]3[CH2:34][CH2:35][N:30]([C:28]([CH:25]4[CH2:26][CH2:27]4)=[O:29])[CH2:31][CH2:32]3)=[O:14])[NH:9]2)=[CH:5][C:4]=1[O:15][CH:16]1[CH2:17][CH2:18][N:19]([CH:22]([CH3:23])[CH3:24])[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 20642351-(Cyclopropylcarbonyl)piperazineHCID 670179306-bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid hydrochloride

Product 1

HCID 68566727[6-Bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-(4-cyclopropanecarbonyl-piperazin-1-yl)-methanoneYield 48%

Procedure

The title compound was synthesized in analogy to example 1, from 6-bromo-5-(1-isopropyl-piperidin-4-yloxy)-1H-indole-2-carboxylic acid hydrochloride (example 1, intermediate a) and 1-(cyclopropanecarbonyl)piperazine to afford the title compound as a light-yellow foam (48%).

Sources & evidence

ORD record
ord-e69e3bf0f3a64f0d91ae797b41304377
Source dataset
uspto-grants-2009_03
Patent number
US07507736B2

Reaction notes

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