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

HRID 1864459Notes

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

Participants

Reactant 3

HCID 5238Sodium Iodide

HCID 637659Isocyanatocyclopropane

HCID 178519786HCID 178519786, compound

Product 1

HCID 25027253(S)-1-(2-Chloro-benzenesulfonyl)-3-cyclopropyl-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 cyclopropylisocyanate to give the title compound as a colorless foam. MS: 557.6 ([M+H]+)

Sources & evidence

ORD record: ord-7938d8432ab54ea194b04d24f9c020fe
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625902B2

Reaction notes

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