2,5-Dimethyl-3-piperazin-1-ylpyrazine → (RS)-4-(3',6'-Dimethyl-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carbonyl)-3-phenyl-1-(2-trifluoromethyl-benzenesulfonyl)-imidazolidin-2-one

HRID 1864461Notes

Reaction equation

HRID 1864461 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]([OH:15])=O)[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].[CH3:29][C:30]1[C:31]([N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)=[N:32][C:33]([CH3:36])=[CH:34][N:35]=1>>[CH3:29][C:30]1[C:31]([N:37]2[CH2:38][CH2:39][N:40]([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:26])([F:28])[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:15])[CH2:41][CH2:42]2)=[N:32][C:33]([CH3:36])=[CH:34][N:35]=1

Participants

3

Reactant 2

HCID 38119102,5-Dimethyl-3-piperazin-1-ylpyrazineHCID 67141210(RS)-2-oxo-3-phenyl-1-(2-trifluoromethyl-benzenesulfonyl)-imidazolidine-4-carboxylic acid

Product 1

HCID 25027494(RS)-4-(3',6'-Dimethyl-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-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 3′,6′-dimethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (CAS [59215-42-8]) to give the title compound as a colorless solid. MS: 589.0 ([M+H]+)

Sources & evidence

ORD record
ord-596db5d56ef74d1589784d7e4c33d0f0
Source dataset
uspto-grants-2009_12
Patent number
US07625902B2

Reaction notes

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