Sodium hydride → 1-(2-Fluoro-benzenesulfonyl)-3-isopropyl-4-(3'-methanesulfonyl-biphenyl-3-yl)-imidazolidin-2-one

HRID 560098Notes

Reaction equation

HRID 560098 reaction equation
[CH:1]([N:4]1[CH:8]([C:9]2[CH:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([S:21]([CH3:24])(=[O:23])=[O:22])[CH:16]=3)[CH:12]=[CH:13][CH:14]=2)[CH2:7][NH:6][C:5]1=[O:25])([CH3:3])[CH3:2].[H-].[Na+].[F:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[S:35](Cl)(=[O:37])=[O:36]>>[F:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[S:35]([N:6]1[CH2:7][CH:8]([C:9]2[CH:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([S:21]([CH3:24])(=[O:22])=[O:23])[CH:16]=3)[CH:12]=[CH:13][CH:14]=2)[N:4]([CH:1]([CH3:3])[CH3:2])[C:5]1=[O:25])(=[O:37])=[O:36]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 1377612-Fluorobenzenesulphonyl chlorideHCID 670009481-Isopropyl-5-(3'-methanesulfonyl-biphenyl-3-yl)-imidazolidin-2-one

Product 1

HCID 445478961-(2-Fluoro-benzenesulfonyl)-3-isopropyl-4-(3'-methanesulfonyl-biphenyl-3-yl)-imidazolidin-2-one

Procedure

In analogy to example 13, step 2,1-isopropyl-5-(3′-methanesulfonyl-biphenyl-3-yl)-imidazolidin-2-one (example 13, step 1) was reacted with sodium hydride and 2-fluorobenzenesulfonyl chloride to give 1-(2-fluoro-benzenesulfonyl)-3-isopropyl-4-(3′-methanesulfonyl-biphenyl-3-yl)-imidazolidin-2-one as a colorless solid. MS: 517.4 ([M+H]+)

Sources & evidence

ORD record
ord-774e2203347e46508742cbcc19cb6bdc
Source dataset
uspto-grants-2011_11
Patent number
US08063088B2

Reaction notes

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