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

HRID 1804388Notes

Reaction equation

HRID 1804388 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.[CH3:25][C:26]1([CH3:32])[O:30][C:29](=[O:31])[N:28]=[CH:27]1>>[F:24][C:4]1[CH:3]=[C:2]([N:28]2[CH2:27][C:26]([CH3:32])([CH3:25])[O:30][C:29]2=[O:31])[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 214647825,5-Dimethyloxazolin-2-oneHCID 58484560(4-Bromo-2,6-difluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584847833-{3,5-Difluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5,5-dimethyloxazolidin-2-oneYield 47.7%

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 (594 mg) described in Preparation Example 185 and 5,5-dimethyloxazolin-2-one (207 mg) described in Preparation Example 43, the title compound (308 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 110
  2. customdescribed in Preparation Example 43

Sources & evidence

ORD record
ord-cd74f682f506459a9cbd281bb6604a06
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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