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

HRID 1804214Notes

Reaction equation

HRID 1804214 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[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[Cl:24].[CH3:25][C@@H:26]1[CH2:30][O:29][C:28](=[O:31])[NH:27]1>>[Cl:24][C:3]1[CH:4]=[C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])[CH:6]=[CH:7][C:2]=1[N:27]1[C@H:26]([CH3:25])[CH2:30][O:29][C:28]1=[O:31]

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484487(4-Bromo-3-chlorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 67381295(R)-3-{2-chloro-4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-methyloxazolidin-2-oneYield 16.1%

Procedure

By reaction and treatment in the same manner as in Example 1 and using (4-bromo-3-chlorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (1.7 g) described in Preparation Example 70 and (R)-4-methyloxazolidin-2-one (607 mg) described in Preparation Example 25, the title compound (288 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-269ad10257ac46b0a8e9ac200b46ab65
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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