1-(1-Piperidinylsulfonyl)piperazine → [5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-[4-(piperidine-1-sulfonyl)-piperazin-1-yl]-methanone

HRID 1992454

Reaction equation

HRID 1992454 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]([C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][C:16]([C:21]([N:23]2[CH2:28][CH2:27][N:26]([S:29](C)(=[O:31])=[O:30])[CH2:25][CH2:24]2)=[O:22])=[CH:15]3)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[N:33]1(S(N2CCNCC2)(=O)=O)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>>[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]([C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][C:16]([C:21]([N:23]2[CH2:28][CH2:27][N:26]([S:29]([N:33]4[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]4)(=[O:31])=[O:30])[CH2:25][CH2:24]2)=[O:22])=[CH:15]3)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 2855011-(1-Piperidinylsulfonyl)piperazineHCID 68538245[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4-methanesulfonyl-piperazin-1-yl)-methanone2×

Product 1

HCID 68536516[5-(4-Isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-[4-(piperidine-1-sulfonyl)-piperazin-1-yl]-methanoneYield 87%

Procedure

The title compound was synthesized in analogy to example 1, from 5-(4-isopropyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid hydrochloride (example 1, intermediate b), and 1-(piperidin-1-yl-sulfonyl)-piperazine to afford the desired product as a light-brown solid (87%). MS (ISP): 531.2 (M+H)+.

Sources & evidence

ORD record
ord-4876ddd2906248b899240877ec34e2ae
Source dataset
uspto-grants-2010_01
Patent number
US07648979B2

Linked notes

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