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4-(5-Methyl-2-oxooxazolidin-3-yl)benzoic acid → 3-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-methyloxazolidin-2-one

HRID 1804204
Notes
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Reaction equation

HRID 1804204 reaction equation
[CH3:1][CH:2]1[O:6][C:5](=[O:7])[N:4]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)[CH2:3]1.Cl.[CH3:18][C:19]1[C:20]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[N:21][CH:22]=[C:23]([CH3:25])[CH:24]=1>>[CH3:18][C:19]1[C:20]([N:26]2[CH2:27][CH2:28][N:29]([C:12]([C:11]3[CH:10]=[CH:9][C:8]([N:4]4[CH2:3][CH:2]([CH3:1])[O:6][C:5]4=[O:7])=[CH:16][CH:15]=3)=[O:14])[CH2:30][CH2:31]2)=[N:21][CH:22]=[C:23]([CH3:25])[CH:24]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 584848664-(5-Methyl-2-oxooxazolidin-3-yl)benzoic acidHCID 673813791-(3,5-Dimethylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 673810053-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-methyloxazolidin-2-oneYield 34.5%

Procedure

By reaction and treatment in the same manner as in Example 49 and using 4-(5-methyl-2-oxooxazolidin-3-yl)benzoic acid (442 mg) described in Preparation Example 40 and 1-(3,5-dimethylpyridin-2-yl)piperazine hydrochloride (455 mg) described in Preparation Example 64, the title compound (272 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 49
  • customdescribed in Preparation Example 64
  • Sources & evidence

    ORD record
    ord-b0708a614c13462da8c6cbcc99f4ade1
    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