(R)-4-(2-oxo-4-propyloxazolidin-3-yl)benzoic acid → (R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-propyloxazolidin-2-one

HRID 1804197Notes

Reaction equation

HRID 1804197 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=2)[C@H:5]([CH2:16][CH2:17][CH3:18])[CH2:4][O:3]1.Cl.[CH3:20][C:21]1[C:22]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=1>>[CH3:20][C:21]1[C:22]([N:28]2[CH2:29][CH2:30][N:31]([C:11]([C:10]3[CH:9]=[CH:8][C:7]([N:6]4[C@H:5]([CH2:16][CH2:17][CH3:18])[CH2:4][O:3][C:2]4=[O:1])=[CH:15][CH:14]=3)=[O:13])[CH2:32][CH2:33]2)=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=1

Participants

3

Reactant 2

HCID 58484846(R)-4-(2-oxo-4-propyloxazolidin-3-yl)benzoic acidHCID 673813791-(3,5-Dimethylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 67380815(R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-propyloxazolidin-2-oneYield 28.3%

Procedure

By reaction and treatment in the same manner as in Example 49 and using (R)-4-(2-oxo-4-propyloxazolidin-3-yl)benzoic acid (498 mg) described in Preparation Example 79 and 1-(3,5-dimethylpyridin-2-yl)piperazine hydrochloride (455 mg) described in Preparation Example 64, the title compound (239 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-a95ac8a99b2d44feb1f39831aaf04acd
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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