Sodium Iodide → (S)-3-Butyl-1-(2-chloro-benzenesulfonyl)-4-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carbonyl]-imidazolidin-2-one

HRID 1864457Notes

Reaction equation

HRID 1864457 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N@:11]1[CH2:13][CH:12]1[C:14]([N:16]1[CH2:21][CH2:20][N:19]([C:22]2[C:27]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:25]=[CH:24][N:23]=2)[CH2:18][CH2:17]1)=[O:15])(=[O:10])=[O:9].[I-].[Na+].[CH2:34]([N:38]=[C:39]=[O:40])[CH2:35][CH2:36][CH3:37]>>[CH2:34]([N:38]1[C@H:12]([C:14]([N:16]2[CH2:17][CH2:18][N:19]([C:22]3[C:27]([C:28]([F:29])([F:31])[F:30])=[CH:26][CH:25]=[CH:24][N:23]=3)[CH2:20][CH2:21]2)=[O:15])[CH2:13][N:11]([S:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])(=[O:9])=[O:10])[C:39]1=[O:40])[CH2:35][CH2:36][CH3:37]

Participants

4

Reactant 3

HCID 5238Sodium IodideHCID 8110Butyl isocyanateHCID 178519786HCID 178519786, compound

Product 1

HCID 25027251(S)-3-Butyl-1-(2-chloro-benzenesulfonyl)-4-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazine-1-carbonyl]-imidazolidin-2-one

Procedure

In analogy to example 2, [(S)-1-(2-chloro-benzenesulfonyl)-aziridin-2-yl]-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-methanone (example 72, step 3) was reacted with sodium iodide and n-butylisocyanate to give the title compound as a colorless foam. MS: 574.2 ([M+H]+)

Sources & evidence

ORD record
ord-3c931094def24e4e9bc344140a503e48
Source dataset
uspto-grants-2009_12
Patent number
US07625902B2

Reaction notes

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