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

HRID 1804178Notes

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]

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
  2. customdescribed in Preparation Example 37

Sources & evidence

ORD record
ord-0430489baa074dee8a1afe9c31b31131
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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