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

HRID 33157Notes

Reaction equation

HRID 33157 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]1([C:25]2[S:26][C:27]3[C:28](=[C:30]([OH:34])[CH:31]=[CH:32][CH:33]=3)[N:29]=2)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>O1CCCC1>[OH:34][C:30]1[C:28]2[N:29]=[C:25]([N:19]3[CH2:24][CH2:23][N:22]([C:7]([C:6]4[CH:10]=[C:11]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:12]=[CH:13][C:5]=4[O:4][CH:1]([CH3:2])[CH3:3])=[O:9])[CH2:21][CH2:20]3)[S:26][C:27]=2[CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acidHCID 688970602-Piperazin-1-yl-benzothiazol-4-ol hydrochloride

Product 1

HCID 11540158[4-(4-Hydroxy-benzothiazol-2-yl)-piperazin-1-yl]-(2-isopropoxy-5-methanesulfonyl-phenyl)-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 2-Piperazin-1-yl-benzothiazol-4-ol 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-63c823fc045d48bd98663976efc363e0
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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