(4R)-4-phenyl-1,3-oxazolidin-2-one → (R)-3-{5-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]pyridin-2-yl}-4-phenyloxazolidin-2-one

HRID 1804171Notes

Reaction equation

HRID 1804171 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[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[C:24]1([C@@H:30]2[CH2:34][O:33][C:32](=[O:35])[NH:31]2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[N:13]1[CH2:14][CH2:15][N:10]([C:8]([C:5]2[CH:4]=[CH:3][C:2]([N:31]3[C@H:30]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:34][O:33][C:32]3=[O:35])=[N:7][CH:6]=2)=[O:9])[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 730425(4R)-4-phenyl-1,3-oxazolidin-2-oneHCID 58484755HCID 58484755, compound

Product 1

HCID 67381071(R)-3-{5-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]pyridin-2-yl}-4-phenyloxazolidin-2-oneYield 4%

Procedure

By reaction and treatment in the same manner as in Example 1 and using (6-bromopyridin-3-yl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (749 mg) described in Preparation Example 20 and (R)-(−)-4-phenyloxazolidin-2-one (222 mg), the title compound (25 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-65a9c28b67de424e875fc731dfeca1d0
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

Loading…