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

HRID 1804416

Reaction equation

HRID 1804416 reaction equation
[C:1]([N:4]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[C:13](Cl)[CH:12]=[CH:11][C:10]=2[C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][N:25]=3)[CH2:20][CH2:19]2)=[O:17])[C:5]1=[O:32])(=[O:3])[CH3:2].[CH3:33][C:34]1([CH3:40])[O:38][C:37](=[O:39])[N:36]=[CH:35]1>>[C:1]([N:4]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[C:13]([N:36]3[CH2:35][C:34]([CH3:40])([CH3:33])[O:38][C:37]3=[O:39])[CH:12]=[CH:11][C:10]=2[C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][N:25]=3)[CH2:20][CH2:19]2)=[O:17])[C:5]1=[O:32])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 214647825,5-Dimethyloxazolin-2-oneHCID 584846831-Acetyl-3-{5-chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}imidazolidin-2-one

Product 1

HCID 584846113-{3-(3-Acetyl-2-oxoimidazolidin-1-yl)-4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5,5-dimethyloxazolidin-2-oneYield 11.3%

Procedure

By reaction and treatment in the same manner as in Example 201 and using 1-acetyl-3-{5-chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}imidazolidin-2-one (653 mg) described in Preparation Example 126 and 5,5-dimethyloxazolin-2-one (165 mg) described in Preparation Example 43, the title compound (86.5 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 201
  2. customdescribed in Preparation Example 43

Sources & evidence

ORD record
ord-f5f36e47716a4a65bbcfb41ab8c4e73f
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Linked notes

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