1-[4-(Trifluoromethyl)-1,3-thiazol-2-yl]piperazine → (2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352341Notes

Reaction equation

HRID 1352341 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].[F:18][C:19]([F:32])([F:31])[C:20]1[N:21]=[C:22]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[S:23][CH:24]=1>>[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:28]1[CH2:29][CH2:30][N:25]([C:22]2[S:23][CH:24]=[C:20]([C:19]([F:32])([F:18])[F:31])[N:21]=2)[CH2:26][CH2:27]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 137478101-[4-(Trifluoromethyl)-1,3-thiazol-2-yl]piperazineHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 21100241(2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 55%

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 1-(4-trifluoromethyl-thiazol-2-yl)-piperazine. The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) followed by trituration in pentane to yield the title compound as a crystalline white solid (yield 55%). MS (m/e): 478.0 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-d4cddd0fc8444b2488e86630601fba20
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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