1-(4-Nitrophenyl)piperazine → 2-(4-cyanobenzyl)-N-(2-naphthylsulfonyl)-3-[4-(4-nitrophenyl)-1-piperazinyl]-3-oxopropanamide

HRID 1256894Notes

Reaction equation

HRID 1256894 reaction equation
[C:1]([C:3]1[CH:33]=[CH:32][C:6]([CH2:7][CH:8]([C:16]([NH:18][S:19]([C:22]2[CH:31]=[CH:30][C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=2)(=[O:21])=[O:20])=[O:17])[C:9]([N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])=[O:10])=[CH:5][CH:4]=1)#[N:2].[N+:34]([C:37]1[CH:42]=[CH:41][C:40]([N:43]2CCNCC2)=[CH:39][CH:38]=1)([O-:36])=[O:35]>>[C:1]([C:3]1[CH:33]=[CH:32][C:6]([CH2:7][CH:8]([C:9]([N:11]2[CH2:12][CH2:13][N:43]([C:40]3[CH:41]=[CH:42][C:37]([N+:34]([O-:36])=[O:35])=[CH:38][CH:39]=3)[CH2:15][CH2:14]2)=[O:10])[C:16]([NH:18][S:19]([C:22]2[CH:31]=[CH:30][C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=2)(=[O:20])=[O:21])=[O:17])=[CH:5][CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 804471-(4-Nitrophenyl)piperazineHCID 866452172-(4-cyanobenzyl)-N,N-diethyl-N'-(2-naphthylsulfonyl)malonamide

Product 1

HCID 685057132-(4-cyanobenzyl)-N-(2-naphthylsulfonyl)-3-[4-(4-nitrophenyl)-1-piperazinyl]-3-oxopropanamideYield 92.6%

Procedure

In the same manner as in Example 1 (4), a crude product was obtained using the compound (300 mg) obtained in Example 111 (4) and 1-(4-nitrophenyl)piperazine (183 mg). This was purified by silica gel column chromatography to give the title compound (358 mg) as a white powder.

Workup

  1. customThis was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-fbeaaa794c8148b4b7ad5ec2d1edee6a
Source dataset
uspto-grants-2013_06
Patent number
US08461209B2

Reaction notes

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