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

HRID 1804308Notes

Reaction equation

HRID 1804308 reaction equation
Br[C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[C:21]([CH3:22])=[CH:20][C:17]([C:18]#[N:19])=[CH:16][N:15]=3)[CH2:10][CH2:9]2)=[O:7])=[C:4]([F:25])[CH:3]=1.[O:26]1[CH2:30][CH2:29][NH:28][C:27]1=[O:31]>>[C:18]([C:17]1[CH:20]=[C:21]([CH3:22])[C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]([C:5]3[CH:23]=[CH:24][C:2]([N:28]4[CH2:29][CH2:30][O:26][C:27]4=[O:31])=[CH:3][C:4]=3[F:25])=[O:7])[CH2:9][CH2:10]2)=[N:15][CH:16]=1)#[N:19]

Participants

3

Reactant 2

HCID 739492-OxazolidinoneHCID 584846066-[4-(4-Bromo-2-fluorobenzoyl)piperazin-1-yl]-5-methylnicotinonitrile

Product 1

HCID 584847543-{4-[4-(5-Cyano-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}oxazolidin-2-oneYield 81.5%

Procedure

By reaction and treatment in the same manner as in Example 1 and using 6-[4-(4-bromo-2-fluorobenzoyl)piperazin-1-yl]-5-methylnicotinonitrile (215 mg) described in Preparation Example 134 and oxazolidin-2-one (70 mg), the title compound (178 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-c9099c53f2b546a7b4c61c2a6cc4a5b1
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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