1,3-Oxazol-2(5H)-one → 3-{3-(1,1-Dioxoisothiazolidin-2-yl)-4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one

HRID 1804373Notes

Reaction equation

HRID 1804373 reaction equation
Br[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]([CH2:23][CH3:24])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([N:25]2[CH2:29][CH2:28][CH2:27][S:26]2(=[O:31])=[O:30])[CH:3]=1.[O:32]1[CH2:36][CH:35]=[N:34][C:33]1=[O:37]>>[O:30]=[S:26]1(=[O:31])[CH2:27][CH2:28][CH2:29][N:25]1[C:4]1[CH:3]=[C:2]([N:34]2[CH2:35][CH2:36][O:32][C:33]2=[O:37])[CH:7]=[CH:6][C:5]=1[C:8]([N:10]1[CH2:15][CH2:14][N:13]([C:16]2[C:21]([CH3:22])=[CH:20][C:19]([CH2:23][CH3:24])=[CH:18][N:17]=2)[CH2:12][CH2:11]1)=[O:9]

Participants

3

Reactant 2

HCID 144050941,3-Oxazol-2(5H)-oneHCID 58484567[4-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 584846993-{3-(1,1-Dioxoisothiazolidin-2-yl)-4-[4-(5-ethyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-oneYield 81.7%

Procedure

By reaction and treatment in the same manner as in Example 149 and using [4-bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (507 mg) described in Preparation Example 180 and oxazolin-2-one (104 mg), the title compound (419 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 149

Sources & evidence

ORD record
ord-b05ea87c5fb44f8c996430d013026f7f
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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