1-(2,5-Xylyl)piperazine → (RS)-3-(2,4-Difluoro-phenyl)-4-[4-(2,5-dimethyl-phenyl)-piperazine-1-carbonyl]-1-(propane-2-sulfonyl)-imidazolidin-2-one

HRID 1864465Notes

Reaction equation

HRID 1864465 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH:13]([C:14]([OH:16])=O)[CH2:12][N:11]([S:17]([CH:20]([CH3:22])[CH3:21])(=[O:19])=[O:18])[C:10]1=[O:23].[CH3:24][C:25]1[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][C:26]=1[N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH:13]([C:14]([N:35]2[CH2:36][CH2:37][N:32]([C:26]3[CH:27]=[C:28]([CH3:31])[CH:29]=[CH:30][C:25]=3[CH3:24])[CH2:33][CH2:34]2)=[O:16])[CH2:12][N:11]([S:17]([CH:20]([CH3:22])[CH3:21])(=[O:19])=[O:18])[C:10]1=[O:23]

Participants

3

Reactant 2

HCID 705421-(2,5-Xylyl)piperazineHCID 67141181(RS)-3-(2,4-difluoro-phenyl)-2-oxo-1-(propane-2-sulfonyl)-imidazolidine-4-carboxylic acid

Product 1

HCID 25027496(RS)-3-(2,4-Difluoro-phenyl)-4-[4-(2,5-dimethyl-phenyl)-piperazine-1-carbonyl]-1-(propane-2-sulfonyl)-imidazolidin-2-one

Procedure

In analogy to example 1, (RS)-3-(2,4-difluoro-phenyl)-2-oxo-1-(propane-2-sulfonyl)-imidazolidine-4-carboxylic acid was coupled with 1-(2,5-dimethylphenyl)piperazine to give the title compound as a colorless solid. MS: 521.5 ([M+H]+)

Sources & evidence

ORD record
ord-90354e2d41d343b99631f421d41ba09b
Source dataset
uspto-grants-2009_12
Patent number
US07625902B2

Reaction notes

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