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5,5-Dimethyloxazolin-2-one → 3-{3-Fluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5,5-dimethyloxazolidin-2-one

HRID 1804385
Notes
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Reaction equation

HRID 1804385 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][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:23])[CH:3]=1.[CH3:24][C:25]1([CH3:31])[O:29][C:28](=[O:30])[N:27]=[CH:26]1>>[F:23][C:4]1[CH:3]=[C:2]([N:27]2[CH2:26][C:25]([CH3:31])([CH3:24])[O:29][C:28]2=[O:30])[CH:7]=[CH:6][C:5]=1[C:8]([N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)=[O:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 214647825,5-Dimethyloxazolin-2-oneHCID 58484600(4-Bromo-2-fluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584847133-{3-Fluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5,5-dimethyloxazolidin-2-oneYield 54.2%

Procedure

By reaction and treatment in the same manner as in Example 110 and using (4-bromo-2-fluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone (567 mg) described in Preparation Example 184 and 5,5-dimethyloxazolin-2-one (207 mg) described in Preparation Example 43, the title compound (335 mg) was obtained.

Workup

  1. custom
By reaction and treatment in the same manner as in Example 110
  • customdescribed in Preparation Example 43
  • Sources & evidence

    ORD record
    ord-09c857a672bd4e1b9e5271d7c5c2a162
    Source dataset
    uspto-grants-2013_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08354401B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes