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4-(2,4-Dimethylbenzoyl)piperidine hydrochloride → (R)-3-{4-[4-(2,4-dimethylbenzoyl)piperidine-1-carbonyl]phenyl}-4-methyloxazolidin-2-one

HRID 1804178
Notes
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Reaction equation

HRID 1804178 reaction equation
Cl.[CH3:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[C:10]([CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)=[O:11].[CH3:18][C@@H:19]1[CH2:23][O:22][C:21](=[O:24])[N:20]1[C:25]1[CH:33]=[CH:32][C:28]([C:29](O)=[O:30])=[CH:27][CH:26]=1>>[CH3:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[C:10]([CH:12]1[CH2:13][CH2:14][N:15]([C:29]([C:28]2[CH:27]=[CH:26][C:25]([N:20]3[C@H:19]([CH3:18])[CH2:23][O:22][C:21]3=[O:24])=[CH:33][CH:32]=2)=[O:30])[CH2:16][CH2:17]1)=[O:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 438106264-(2,4-Dimethylbenzoyl)piperidine hydrochlorideHCID 58484719(R)-4-(4-methyl-2-oxooxazolidin-3-yl)benzoic acid

Product 1

HCID 67380785(R)-3-{4-[4-(2,4-dimethylbenzoyl)piperidine-1-carbonyl]phenyl}-4-methyloxazolidin-2-oneYield 104.5%

Procedure

By reaction and treatment in the same manner as in Example 49 and using (2,4-dimethylphenyl)piperidin-4-ylmethanone hydrochloride (253 mg) and (R)-4-(4-methyl-2-oxooxazolidin-3-yl)benzoic acid (211 mg) described in Preparation Example 37, the title compound (419 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 49
  • customdescribed in Preparation Example 37
  • Sources & evidence

    ORD record
    ord-0430489baa074dee8a1afe9c31b31131
    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