2-Oxazolidinone → 3-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-nitrophenyl}oxazolidin-2-one

HRID 1804232Notes

Reaction equation

HRID 1804232 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([N+:24]([O-:26])=[O:25])[CH:3]=1.[O:27]1[CH2:31][CH2:30][NH:29][C:28]1=[O:32]>>[CH3:22][C:21]1[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:29]4[CH2:30][CH2:31][O:27][C:28]4=[O:32])=[CH:3][C:4]=3[N+:24]([O-:26])=[O:25])=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=[C:19]([CH3:23])[CH:20]=1

Participants

3

Reactant 2

HCID 739492-OxazolidinoneHCID 58484547(4-Bromo-2-nitrophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 673811113-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-nitrophenyl}oxazolidin-2-oneYield 72.6%

Procedure

By reaction and treatment in the same manner as in Example 111 and using (4-bromo-2-nitrophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (1.5 g) described in Preparation Example 63 and oxazolidin-2-one (0.3115 g), the title compound (1.105 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 111

Sources & evidence

ORD record
ord-5ba9b21e803c419f99a0033794b6bf06
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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