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

HRID 1804290Notes

Reaction equation

HRID 1804290 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([C:15]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[C:28]([CH3:29])=[CH:27][C:26]([CH3:30])=[CH:25][N:24]=3)[CH2:19][CH2:18]2)=[O:16])=[C:6]([N:8]2[CH2:12][CH2:11][N:10]([CH3:13])[C:9]2=[O:14])[CH:7]=1.[CH3:31][C@@H:32]1[CH2:36][O:35][C:34](=[O:37])[NH:33]1>>[CH3:29][C:28]1[C:23]([N:20]2[CH2:21][CH2:22][N:17]([C:15]([C:5]3[CH:4]=[CH:3][C:2]([N:33]4[C@H:32]([CH3:31])[CH2:36][O:35][C:34]4=[O:37])=[CH:7][C:6]=3[N:8]3[CH2:12][CH2:11][N:10]([CH3:13])[C:9]3=[O:14])=[O:16])[CH2:18][CH2:19]2)=[N:24][CH:25]=[C:26]([CH3:30])[CH:27]=1

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 584848021-{5-Chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-3-methylimidazolidin-2-one

Product 1

HCID 58484570(R)-3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-(3-methyl-2-oxoimidazolidin-1-yl)phenyl}-4-methyloxazolidin-2-oneYield 39%

Procedure

By reaction and treatment in the same manner as in Example 201 and using 1-{5-chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-3-methylimidazolidin-2-one (184 mg) described in Preparation Example 127 and (R)-4-methyloxazolidin-2-one (47.8 mg) described in Preparation Example 25, the title compound (82.6 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 201
  2. customdescribed in Preparation Example 25

Sources & evidence

ORD record
ord-955cecf5bff74eacb182d1b3d6e462b9
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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