1-(4-Methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride → (2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(4-methyl-5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352390Notes

Reaction equation

HRID 1352390 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.[CH3:19][C:20]1[N:21]=[C:22]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[S:23][C:24]=1[C:25]([F:28])([F:27])[F:26]>>[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:32]1[CH2:33][CH2:34][N:29]([C:22]2[S:23][C:24]([C:25]([F:28])([F:26])[F:27])=[C:20]([CH3:19])[N:21]=2)[CH2:30][CH2:31]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 211001771-(4-Methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine hydrochlorideHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 11526054(2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(4-methyl-5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 52%

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 1-(4-methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride. The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) to yield the title compound as a white foam (yield 52%). MS (m/e): 492.0 (M+H+, 100%).

Workup

  1. customThe crude material was purified by chromatography (SiO2, ethyl acetate/heptane)

Sources & evidence

ORD record
ord-706a261baebe4056b12178ef312ec67d
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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