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

HRID 1804301Notes

Reaction equation

HRID 1804301 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH2:23][CH3:24])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH3:25][C@@H:26]1[CH2:30][O:29][C:28](=[O:31])[NH:27]1>>[CH2:23]([C:19]1[CH:20]=[C:21]([CH3:22])[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:4]=[CH:3][C:2]([N:27]4[C@H:26]([CH3:25])[CH2:30][O:29][C:28]4=[O:31])=[N:7][CH:6]=3)=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=1)[CH3:24]

Participants

3

Reactant 2

HCID 2734858(R)-4-Methyloxazolidin-2-oneHCID 58484652(6-Bromopyridin-3-yl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 58484671(R)-3-{5-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]pyridin-2-yl}-4-methyloxazolidin-2-oneYield 61.9%

Procedure

By reaction and treatment in the same manner as in Example 1 and using (6-bromopyridin-3-yl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (1.37 g) described in Preparation Example 115 and (R)-4-methyloxazolidin-2-one (0.53 g) described in Preparation Example 25, the title compound (892 mg) was obtained.

Workup

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

Sources & evidence

ORD record
ord-c535e05b827b42278a4d604c4be4ba5b
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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