1-(5-Trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride → (2-Isobutylsulfanyl-5-methanesulfonyl-phenyl)-[4-(5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352402Notes

Reaction equation

HRID 1352402 reaction equation
[CH2:1]([S:5][C:6]1[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=1[C:8]([OH:10])=O)[CH:2]([CH3:4])[CH3:3].Cl.[F:20][C:21]([F:34])([F:33])[C:22]1[S:26][C:25]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[N:24][CH:23]=1>>[CH2:1]([S:5][C:6]1[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=1[C:8]([N:30]1[CH2:31][CH2:32][N:27]([C:25]2[S:26][C:22]([C:21]([F:34])([F:20])[F:33])=[CH:23][N:24]=2)[CH2:28][CH2:29]1)=[O:10])[CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 211002001-(5-Trifluoromethyl-thiazol-2-yl)-piperazine hydrochlorideHCID 211002352-Isobutylsulfanyl-5-methanesulfonyl-benzoic acid

Product 1

HCID 21100236(2-Isobutylsulfanyl-5-methanesulfonyl-phenyl)-[4-(5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 88%

Procedure

Prepared in analogy to example 1 (b) from 2-isobutylsulfanyl-5-methanesulfonyl-benzoic acid (Example A25) and 1-(5-trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride (Example 58(c)). The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) to yield the title compound as a light yellow solid (yield 88%). MS (m/e): 508.3 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-1e23d88c59de453384d7f21bc6464a53
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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