2-Oxazolidinone → 3-{4-[4-(5-Ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}oxazolidin-2-one

HRID 1804260Notes

Reaction equation

HRID 1804260 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]([CH2:23][CH3:24])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:25])[CH:3]=1.[O:26]1[CH2:30][CH2:29][NH:28][C:27]1=[O:31]>>[CH2:23]([C:19]1[CH:20]=[C:21]([CH3:22])[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:28]4[CH2:29][CH2:30][O:26][C:27]4=[O:31])=[CH:3][C:4]=3[F:25])=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=1)[CH3:24]

Participants

3

Reactant 2

HCID 739492-OxazolidinoneHCID 58484537(4-Bromo-2-fluorophenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584846333-{4-[4-(5-Ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}oxazolidin-2-oneYield 71.1%

Procedure

By reaction and treatment in the same manner as in Example 1 and using (4-bromo-2-fluorophenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (863 mg) described in Preparation Example 100 and oxazolidin-2-one (261 mg), the title compound (623 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-083684b444d6487f99508ea701a930b6
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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