(R)-4-Methyloxazolidin-2-one → (R)-3-{3-fluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-one

HRID 1804383Notes

Reaction equation

HRID 1804383 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@@H:25]1[CH2:29][O:28][C:27](=[O:30])[NH:26]1>>[F:23][C:4]1[CH:3]=[C:2]([N:26]2[C@H:25]([CH3:24])[CH2:29][O:28][C:27]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 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484600(4-Bromo-2-fluorophenyl)[4-(5-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 58484714(R)-3-{3-fluoro-4-[4-(5-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-oneYield 94.7%

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 (378 mg) described in Preparation Example 184 and (R)-4-methyloxazolidin-2-one (171 mg) described in Preparation Example 25, the title compound (377 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 110
  2. customdescribed in Preparation Example 25

Sources & evidence

ORD record
ord-cda22780fd254ade9f82dcdb24519745
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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