1-(3-Chloropyridin-2-yl)piperazine → (RS)-4-[4-(3-Chloro-pyridin-2-yl)-piperazine-1-carbonyl]-3-(2,4-difluoro-phenyl)-1-(propane-2-sulfonyl)-imidazolidin-2-one

HRID 1864467Notes

Reaction equation

HRID 1864467 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].[Cl:24][C:25]1[C:26]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[N:27][CH:28]=[CH:29][CH:30]=1>>[Cl:24][C:25]1[C:26]([N:31]2[CH2:32][CH2:33][N:34]([C:14]([CH:13]3[CH2:12][N:11]([S:17]([CH:20]([CH3:21])[CH3:22])(=[O:18])=[O:19])[C:10](=[O:23])[N:9]3[C:3]3[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=3[F:1])=[O:16])[CH2:35][CH2:36]2)=[N:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 114129441-(3-Chloropyridin-2-yl)piperazineHCID 67141181(RS)-3-(2,4-difluoro-phenyl)-2-oxo-1-(propane-2-sulfonyl)-imidazolidine-4-carboxylic acid

Product 1

HCID 25027714(RS)-4-[4-(3-Chloro-pyridin-2-yl)-piperazine-1-carbonyl]-3-(2,4-difluoro-phenyl)-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 (example 82, step 3) was coupled with 1-(3-chloropyridin-2-yl)piperazine to give the title compound as a colorless solid. MS: 527.8 ([M+H]+)

Sources & evidence

ORD record
ord-9dd946a2fe1541fbbe3a675405cc5c06
Source dataset
uspto-grants-2009_12
Patent number
US07625902B2

Reaction notes

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