1-(5-Trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride → [5-Methanesulfonyl-2-(2,2,2-trifluoro-ethylsulfanyl)-phenyl]-[4-(5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352401Notes

Reaction equation

HRID 1352401 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([S:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[C:9]([CH:13]=1)[C:10]([OH:12])=O)(=[O:4])=[O:3].Cl.[F:21][C:22]([F:35])([F:34])[C:23]1[S:27][C:26]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[N:25][CH:24]=1>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([S:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[C:9]([C:10]([N:31]2[CH2:32][CH2:33][N:28]([C:26]3[S:27][C:23]([C:22]([F:35])([F:21])[F:34])=[CH:24][N:25]=3)[CH2:29][CH2:30]2)=[O:12])[CH:13]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 211002001-(5-Trifluoromethyl-thiazol-2-yl)-piperazine hydrochlorideHCID 211003135-Methanesulfonyl-2-(2,2,2-trifluoro-ethylsulfanyl)-benzoic acid

Product 1

HCID 21100314[5-Methanesulfonyl-2-(2,2,2-trifluoro-ethylsulfanyl)-phenyl]-[4-(5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 49%

Procedure

Prepared in analogy to example 1 (b) from 5-methanesulfonyl-2-(2,2,2-trifluoro-ethylsulfanyl)-benzoic acid (Example A24) 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 49%). MS (m/e): 534.0 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-1377864690fc44aaa82f58cb6fe60032
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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