6-Nitro-2-piperazin-1-yl-1,3-benzothiazole → (2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(6-nitro-benzothiazol-2-yl)-piperazin-1-yl]-methanone

HRID 33153Notes

Reaction equation

HRID 33153 reaction equation
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([OH:9])=O)([CH3:3])[CH3:2].[N+:18]([C:21]1[CH:35]=[CH:34][C:24]2[N:25]=[C:26]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[S:27][C:23]=2[CH:22]=1)([O-:20])=[O:19]>O1CCCC1>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([N:31]1[CH2:32][CH2:33][N:28]([C:26]2[S:27][C:23]3[CH:22]=[C:21]([N+:18]([O-:20])=[O:19])[CH:35]=[CH:34][C:24]=3[N:25]=2)[CH2:29][CH2:30]1)=[O:9])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 7660126-Nitro-2-piperazin-1-yl-1,3-benzothiazoleHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 11504326(2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(6-nitro-benzothiazol-2-yl)-piperazin-1-yl]-methanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared in analogy to example 1.1 b) from 2-Isopropoxy-5-methanesulfonyl-benzoic acid (Example 2.2) and 6-Nitro-2-piperazin-1-yl-benzothiazole in tetrahydrofuran. The crude material was purified by chromatography (SiO2, heptane/ethyl acetate), and the residue was then triturated in ether to yield the title compound as a yellow solid.

Workup

  1. customThe crude material was purified by chromatography (SiO2, heptane/ethyl acetate)
  2. customthe residue was then triturated in ether

Sources & evidence

ORD record
ord-887fdcd2d99e4ae2a03c6c00569ee949
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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