(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone → HCID 67381393, compound

HRID 1804158Notes

Reaction equation

HRID 1804158 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[CH2:12][CH2:11]2)=[O:9])=[C:4]([S:24]([CH3:27])(=[O:26])=[O:25])[CH:3]=1.[CH3:28][C@@H:29]1[C@H:33]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[O:32][C:31](=[O:40])[NH:30]1>>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[N:13]1[CH2:14][CH2:15][N:10]([C:8]([C:5]2[CH:6]=[CH:7][C:2]([N:30]3[C@H:29]([CH3:28])[C@H:33]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[O:32][C:31]3=[O:40])=[CH:3][C:4]=2[S:24]([CH3:27])(=[O:26])=[O:25])=[O:9])[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 2733812(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinoneHCID 58484856(4-Bromo-2-methanesulfonylphenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone

Product 1

HCID 67381393HCID 67381393, compoundYield 12.2%

Procedure

By reaction and treatment in the same manner as in Example 1 and using (4-bromo-2-methanesulfonylphenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (903 mg) described in Preparation Example 9 and (4R,5S)-(+)-4-methyl-5-phenyloxazolidin-2-one (354 mg), the title compound (134 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-ce702f7f311a4131a7467581e36af60b
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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