6-(2-Oxooxazolidin-3-yl)nicotinic acid methyl ester → 3-{5-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}oxazolidin-2-one

HRID 1804311Notes

Reaction equation

HRID 1804311 reaction equation
CO[C:3](=[O:16])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])=[N:6][CH:5]=1.[CH3:17][C:18]1[C:19]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[N:20][CH:21]=[C:22]([CH3:24])[CH:23]=1>>[CH3:17][C:18]1[C:19]([N:25]2[CH2:26][CH2:27][N:28]([C:3]([C:4]3[CH:9]=[CH:8][C:7]([N:10]4[CH2:14][CH2:13][O:12][C:11]4=[O:15])=[N:6][CH:5]=3)=[O:16])[CH2:29][CH2:30]2)=[N:20][CH:21]=[C:22]([CH3:24])[CH:23]=1

Participants

3

Reactant 2

HCID 584844956-(2-Oxooxazolidin-3-yl)nicotinic acid methyl esterHCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazine

Product 1

HCID 584845643-{5-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}oxazolidin-2-oneYield 22.1%

Procedure

By reaction and treatment in the same manner as in Example 63 and using 6-(2-oxooxazolidin-3-yl)nicotinic acid methyl ester (250 mg) described in Preparation Example 138 and 1-(3,5-dimethylpyridin-2-yl)piperazine (233 mg) described in Preparation Example 47, the title compound (95 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 63
  2. customdescribed in Preparation Example 47

Sources & evidence

ORD record
ord-2db7926ab3684175bcc0cd825e5a3237
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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