1-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)piperazine → (RS)-4-[4-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-piperazine-1-carbonyl]-3-phenyl-1-(2-trifluoromethyl-benzenesulfonyl)-imidazolidin-2-one

HRID 1864425Notes

Reaction equation

HRID 1864425 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:5]([C:13](O)=[O:14])[CH2:4][N:3]1[S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]([F:28])([F:27])[F:26])(=[O:18])=[O:17].[Cl:29][C:30]1[C:31]([N:40]2[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)=[N:32][CH:33]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:35]=1>>[Cl:29][C:30]1[C:31]([N:40]2[CH2:45][CH2:44][N:43]([C:13]([CH:5]3[CH2:4][N:3]([S:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[C:25]([F:28])([F:26])[F:27])(=[O:18])=[O:17])[C:2](=[O:1])[N:6]3[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[O:14])[CH2:42][CH2:41]2)=[N:32][CH:33]=[C:34]([C:36]([F:37])([F:38])[F:39])[CH:35]=1

Participants

3

Reactant 2

HCID 6676191-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)piperazineHCID 67141210(RS)-2-oxo-3-phenyl-1-(2-trifluoromethyl-benzenesulfonyl)-imidazolidine-4-carboxylic acid

Product 1

HCID 25029766(RS)-4-[4-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-piperazine-1-carbonyl]-3-phenyl-1-(2-trifluoromethyl-benzenesulfonyl)-imidazolidin-2-one

Procedure

In analogy to example 1, (RS)-2-oxo-3-phenyl-1-(2-trifluoromethyl-benzenesulfonyl)-imidazolidine-4-carboxylic acid (example 11) was coupled with 1-[3-chloro-5-(trifluoromethyl)pyrid-2-yl]piperazine to give the title compound as a colorless solid. MS: 663.5 ([M+H])

Sources & evidence

ORD record
ord-fd8c0b10145b42fcb37be7f4d7e2b676
Source dataset
uspto-grants-2009_12
Patent number
US07625902B2

Reaction notes

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