2-Isopropoxy-5-methylsulfonylbenzoic acid → (2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(4-nitro-benzothiazol-2-yl)-piperazin-1-yl]-methanone

HRID 33156Notes

Reaction equation

HRID 33156 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].Cl.[N+:19]([C:22]1[C:27]2[N:28]=[C:29]([N:31]3[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]3)[S:30][C:26]=2[CH:25]=[CH:24][CH:23]=1)([O-:21])=[O:20]>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:34]1[CH2:35][CH2:36][N:31]([C:29]2[S:30][C:26]3[CH:25]=[CH:24][CH:23]=[C:22]([N+:19]([O-:21])=[O:20])[C:27]=3[N:28]=2)[CH2:32][CH2:33]1)=[O:9])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acidHCID 68896265HCID 68896265, compound

Product 1

HCID 11677794(2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(4-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 4-Nitro-2-piperazin-1-yl-benzothiazole hydrochloride 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 white 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-88add1b445fb4f959b135b9d25df4c36
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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