Methyl 2-(1,1-dioxoisothiazolidin-2-yl)-4-(2-oxooxazolidin-3-yl)benzoate → 3-{4-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-(1,1-dioxoisothiazolidin-2-yl)phenyl}oxazolidin-2-one

HRID 1804272Notes

Reaction equation

HRID 1804272 reaction equation
[O:1]=[S:2]1(=[O:23])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:16]=[C:15]([N:17]2[CH2:21][CH2:20][O:19][C:18]2=[O:22])[CH:14]=[CH:13][C:8]=1[C:9]([O:11]C)=O.Cl.[CH:25]1([C:28]2[CH:29]=[C:30]([CH3:40])[C:31]([N:34]3[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]3)=[N:32][CH:33]=2)[CH2:27][CH2:26]1>>[CH:25]1([C:28]2[CH:29]=[C:30]([CH3:40])[C:31]([N:34]3[CH2:35][CH2:36][N:37]([C:9]([C:8]4[CH:13]=[CH:14][C:15]([N:17]5[CH2:21][CH2:20][O:19][C:18]5=[O:22])=[CH:16][C:7]=4[N:3]4[CH2:4][CH2:5][CH2:6][S:2]4(=[O:1])=[O:23])=[O:11])[CH2:38][CH2:39]3)=[N:32][CH:33]=2)[CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 58484747Methyl 2-(1,1-dioxoisothiazolidin-2-yl)-4-(2-oxooxazolidin-3-yl)benzoateHCID 673810911-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 584848003-{4-[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]-3-(1,1-dioxoisothiazolidin-2-yl)phenyl}oxazolidin-2-oneYield 18.5%

Procedure

By reaction and treatment in the same manner as in Example 63 and using methyl 2-(1,1-dioxoisothiazolidin-2-yl)-4-(2-oxooxazolidin-3-yl)benzoate (170 mg) described in Preparation Example 117 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride (127 mg) described in Preparation Example 49, the title compound (48.7 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 63
  2. customdescribed in Preparation Example 49

Sources & evidence

ORD record
ord-b6fb85f86e224a04a5af83040df71e8a
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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