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 1804204Notes

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

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
  2. customdescribed in Preparation Example 64

Sources & evidence

ORD record
ord-b0708a614c13462da8c6cbcc99f4ade1
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

Loading…