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

HRID 1804331Notes

Reaction equation

HRID 1804331 reaction equation
[CH3:1][C:2]1[C:3]([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:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[CH3:25][C@@H:26]1[CH2:30][O:29][C:28](=[O:31])[NH:27]1>>[CH3:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[C:21]([CH3:23])[C:20]([N:27]4[C@H:26]([CH3:25])[CH2:30][O:29][C:28]4=[O:31])=[N:19][CH:18]=3)=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484665[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanone

Product 1

HCID 58484827(R)-3-{5-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-methylpyridin-2-yl}-4-methyloxazolidin-2-oneYield 17.9%

Procedure

By reaction and treatment in the same manner as in Example 240 and using [4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanone (720 mg) described in Preparation Example 148 and (R)-4-methyloxazolidin-2-one (443 mg) described in Preparation Example 25, the title compound (161 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-ccc0b35db3a24c4b9206d6826f337df3
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

Loading…