2-Oxazolidinone → 3-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]-3-fluorophenyl}oxazolidin-2-one

HRID 1804144Notes

Reaction equation

HRID 1804144 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[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:24])[CH:3]=1.[O:25]1[CH2:29][CH2:28][NH:27][C:26]1=[O:30]>>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[N:13]1[CH2:14][CH2:15][N:10]([C:8]([C:5]2[CH:6]=[CH:7][C:2]([N:27]3[CH2:28][CH2:29][O:25][C:26]3=[O:30])=[CH:3][C:4]=2[F:24])=[O:9])[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 739492-OxazolidinoneHCID 58484705(4-Bromo-2-fluorophenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone

Product 1

HCID 461899463-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]-3-fluorophenyl}oxazolidin-2-oneYield 48.2%

Procedure

By reaction and treatment in the same manner as in Example 1 and using (4-bromo-2-fluorophenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (783 mg) described in Preparation Example 4 and oxazolidin-2-one (174 mg), the title compound (383 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-36374235ba704587a14329e0bf8fc3d4
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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