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

HRID 1804360Notes

Reaction equation

HRID 1804360 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH3:24])[C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20](I)=[CH:19][CH:18]=3)=[O:16])[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2].[CH3:25][C@@H:26]1[O:30][C:29](=[O:31])[NH:28][CH2:27]1>>[CH2:1]([C:3]1[CH:4]=[C:5]([CH3:24])[C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:28]4[CH2:27][C@H:26]([CH3:25])[O:30][C:29]4=[O:31])=[CH:19][CH:18]=3)=[O:16])[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 21794663(S)-5-methyloxazolidin-2-oneHCID 58484605[4-(5-Ethyl-3-methylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanone

Product 1

HCID 58484541(S)-3-{4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-5-methyloxazolidin-2-oneYield 80.8%

Procedure

By reaction and treatment in the same manner as in Example 149 and using [4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl](4-iodophenyl)methanone (435 mg) described in Preparation Example 177 and (S)-5-methyloxazolidin-2-one (121 mg) described in Preparation Example 42, the title compound (330 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 149
  2. customdescribed in Preparation Example 42

Sources & evidence

ORD record
ord-067e14e28a674da3b3c34b1fa5f01e2e
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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