2-Oxazolidinone → 3-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-(1,1-dioxo-1,2-thiazinan-2-yl)phenyl}oxazolidin-2-one

HRID 1804291Notes

Reaction equation

HRID 1804291 reaction equation
Cl[C:2]1[CH: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]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][S:25]2(=[O:31])=[O:30])[CH:3]=1.[O:32]1[CH2:36][CH2:35][NH:34][C:33]1=[O:37]>>[CH3:22][C:21]1[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:34]4[CH2:35][CH2:36][O:32][C:33]4=[O:37])=[CH:3][C:4]=3[N:24]3[CH2:29][CH2:28][CH2:27][CH2:26][S:25]3(=[O:31])=[O:30])=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=[C:19]([CH3:23])[CH:20]=1

Participants

3

Reactant 2

HCID 739492-OxazolidinoneHCID 58484702[4-Chloro-2-(1,1-dioxo-1,2-thiazinan-2-yl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 461902783-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-(1,1-dioxo-1,2-thiazinan-2-yl)phenyl}oxazolidin-2-oneYield 19.8%

Procedure

By reaction and treatment in the same manner as in Example 201 and using [4-chloro-2-(1,1-dioxo-1,2-thiazinan-2-yl)phenyl][4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (161.5 mg) described in Preparation Example 128 and oxazolidin-2-one (30.4 mg), the title compound (35.4 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 201

Sources & evidence

ORD record
ord-2d0d079e413b4cdcbb34fc4231d62e30
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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