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

HRID 1352348Notes

Reaction equation

HRID 1352348 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].[CH3:18][C:19]1[S:23][C:22]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[N:21][C:20]=1[C:30]([F:33])([F:32])[F:31]>>[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:27]1[CH2:28][CH2:29][N:24]([C:22]2[S:23][C:19]([CH3:18])=[C:20]([C:30]([F:33])([F:31])[F:32])[N:21]=2)[CH2:25][CH2:26]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 211001891-(5-Methyl-4-trifluoromethyl-thiazol-2-yl)-piperazineHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 21100244(2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(5-methyl-4-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 60%

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 1-(5-methyl-4-trifluoromethyl-thiazol-2-yl)-piperazine. The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) followed by trituration in ether to yield the title compound as a white crystalline solid (yield 60%). MS (m/e): 492.3 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-3d618da27f0a491aaa5b1fe3293723fe
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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