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

HRID 1804385Notes

Reaction equation

HRID 1804385 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][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([F:23])[CH:3]=1.[CH3:24][C:25]1([CH3:31])[O:29][C:28](=[O:30])[N:27]=[CH:26]1>>[F:23][C:4]1[CH:3]=[C:2]([N:27]2[CH2:26][C:25]([CH3:31])([CH3:24])[O:29][C:28]2=[O:30])[CH:7]=[CH:6][C:5]=1[C:8]([N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)=[O:9]

Participants

3

Reactant 2

HCID 214647825,5-Dimethyloxazolin-2-oneHCID 58484600(4-Bromo-2-fluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584847133-{3-Fluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5,5-dimethyloxazolidin-2-oneYield 54.2%

Procedure

By reaction and treatment in the same manner as in Example 110 and using (4-bromo-2-fluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone (567 mg) described in Preparation Example 184 and 5,5-dimethyloxazolin-2-one (207 mg) described in Preparation Example 43, the title compound (335 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-09c857a672bd4e1b9e5271d7c5c2a162
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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