1,3-Oxazol-2(5H)-one → 3-{3,5-Difluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one

HRID 1804386Notes

Reaction equation

HRID 1804386 reaction equation
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][N:18]=3)[CH2:13][CH2:12]2)=[O:10])=[C:4]([F:24])[CH:3]=1.[O:25]1[CH2:29][CH:28]=[N:27][C:26]1=[O:30]>>[F:24][C:4]1[CH:3]=[C:2]([N:27]2[CH2:28][CH2:29][O:25][C:26]2=[O:30])[CH:7]=[C:6]([F:8])[C:5]=1[C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][N:18]=2)[CH2:13][CH2:12]1)=[O:10]

Participants

3

Reactant 2

HCID 144050941,3-Oxazol-2(5H)-oneHCID 58484560(4-Bromo-2,6-difluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584846913-{3,5-Difluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-oneYield 63.7%

Procedure

By reaction and treatment in the same manner as in Example 110 and using (4-bromo-2,6-difluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone (396 mg) described in Preparation Example 185 and oxazolin-2-one (104 mg), the title compound (256 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 110

Sources & evidence

ORD record
ord-9da03d734dad43cf9e9ca4eedb087cfa
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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