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

HRID 33139

Reaction equation

HRID 33139 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:18][C:19]1[CH:33]=[CH:32][C:22]2[N:23]=[C:24]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[S:25][C:21]=2[CH:20]=1>>[Cl:18][C:19]1[CH:33]=[CH:32][C:22]2[N:23]=[C:24]([N:26]3[CH2:31][CH2:30][N:29]([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])[CH2:28][CH2:27]3)[S:25][C:21]=2[CH:20]=1

Participants

3

Reactant 2

HCID 27465956-Chloro-2-(piperazin-1-yl)-1,3-benzothiazoleHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 11648903[4-(6-Chloro-benzothiazol-2-yl)-piperazin-1-yl]-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanone

Procedure

Prepared in analogy to example 1.1 b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example 2.2) and 6-chloro-2-piperazin-1-yl-benzothiazole. The crude material was purified by chromatography (SiO2, CH2Cl2/MeOH=95/5) to yield the title compound as a yellowish solid. MS (m/e): 552.3 (M+CH3COOH+)

Workup

  1. customThe crude material was purified by chromatography (SiO2, CH2Cl2/MeOH=95/5)

Sources & evidence

ORD record
ord-5268c11bda30498b84116ce689da3065
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Linked notes

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