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

HRID 560100Notes

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+].[CH3:28][S:29](Cl)(=[O:31])=[O:30]>>[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:22])=[O:23])[CH:16]=3)[CH:12]=[CH:13][CH:14]=2)[CH2:7][N:6]([S:29]([CH3:28])(=[O:31])=[O:30])[C:5]1=[O:25])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 31297Methanesulfonyl chloride

HCID 670009481-Isopropyl-5-(3'-methanesulfonyl-biphenyl-3-yl)-imidazolidin-2-one

Product 1

HCID 445480453-Isopropyl-1-methanesulfonyl-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 methanesulfonyl chloride to give 3-isopropyl-1-methanesulfonyl-4-(3′-methanesulfonyl-biphenyl-3-yl)-imidazolidin-2-one as an off-white solid. MS: 454.4 ([M+NH4]+)

Sources & evidence

ORD record: ord-32162023c83048369065e615545a078f
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063088B2

Reaction notes

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