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

HRID 1804330Notes

Reaction equation

HRID 1804330 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH3:25])[C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:18]=[N:19][C:20](F)=[C:21]([CH3:23])[CH:22]=3)=[O:16])[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2].[CH3:26][C@@H:27]1[CH2:31][O:30][C:29](=[O:32])[NH:28]1>>[CH2:1]([C:3]1[CH:4]=[C:5]([CH3:25])[C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[C:21]([CH3:23])[C:20]([N:28]4[C@H:27]([CH3:26])[CH2:31][O:30][C:29]4=[O:32])=[N:19][CH:18]=3)=[O:16])[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484760[4-(5-Ethyl-3-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanone

Product 1

HCID 58484837(R)-3-{5-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-methylpyridin-2-yl}-4-methyloxazolidin-2-oneYield 31.8%

Procedure

By reaction and treatment in the same manner as in Example 240 and using [4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanone (440 mg) described in Preparation Example 149 and (R)-4-methyloxazolidin-2-one (261 mg) described in Preparation Example 25, the title compound (173 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 240
  2. customdescribed in Preparation Example 25

Sources & evidence

ORD record
ord-1d0aa4ba92124fecb43862bc61b48ec0
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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