(R)-4-(4-methyl-2-oxooxazolidin-3-yl)benzoic acid → (R)-3-{4-[4-(3-ethyl-5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-one hydrochloride

HRID 1804225Notes

Reaction equation

HRID 1804225 reaction equation
[CH3:1][C@@H:2]1[CH2:6][O:5][C:4](=[O:7])[N:3]1[C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=1.[ClH:17].[CH2:18]([C:20]1[C:21]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[N:22][CH:23]=[C:24]([CH3:26])[CH:25]=1)[CH3:19]>>[ClH:17].[CH2:18]([C:20]1[C:21]([N:27]2[CH2:28][CH2:29][N:30]([C:12]([C:11]3[CH:10]=[CH:9][C:8]([N:3]4[C@H:2]([CH3:1])[CH2:6][O:5][C:4]4=[O:7])=[CH:16][CH:15]=3)=[O:14])[CH2:31][CH2:32]2)=[N:22][CH:23]=[C:24]([CH3:26])[CH:25]=1)[CH3:19]

Participants

3

Reactant 2

HCID 58484719(R)-4-(4-methyl-2-oxooxazolidin-3-yl)benzoic acidHCID 673808571-(3-Ethyl-5-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 67380754(R)-3-{4-[4-(3-ethyl-5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-one hydrochlorideYield 66.8%

Procedure

By reaction and treatment in the same manner as in Example 87 and using (R)-4-(4-methyl-2-oxooxazolidin-3-yl)benzoic acid (332 mg) described in Preparation Example 37 and 1-(3-ethyl-5-methylpyridin-2-yl)piperazine hydrochloride (363 mg) described in Preparation Example 54, the title compound (446 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 87
  2. customdescribed in Preparation Example 54

Sources & evidence

ORD record
ord-110ab60088f94dd5ab8e8c56b9700752
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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