1-(5-Trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride → [5-Methanesulfonyl-2-(2,2,3,3,3-pentafluoro-propoxy)-phenyl]-[4-(5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352416Notes

Reaction equation

HRID 1352416 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][CH2:15][C:16]([F:22])([F:21])[C:17]([F:20])([F:19])[F:18])=[C:9]([CH:13]=1)[C:10]([OH:12])=O)(=[O:4])=[O:3].Cl.[F:24][C:25]([F:38])([F:37])[C:26]1[S:30][C:29]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[N:28][CH:27]=1>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][CH2:15][C:16]([F:21])([F:22])[C:17]([F:19])([F:20])[F:18])=[C:9]([C:10]([N:34]2[CH2:35][CH2:36][N:31]([C:29]3[S:30][C:26]([C:25]([F:38])([F:24])[F:37])=[CH:27][N:28]=3)[CH2:32][CH2:33]2)=[O:12])[CH:13]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 211002001-(5-Trifluoromethyl-thiazol-2-yl)-piperazine hydrochlorideHCID 211003155-Methanesulfonyl-2-(2,2,3,3,3-pentafluoro-propoxy)-benzoic acid

Product 1

HCID 11577747[5-Methanesulfonyl-2-(2,2,3,3,3-pentafluoro-propoxy)-phenyl]-[4-(5-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 68%

Procedure

Prepared in analogy to example 1 (b) from 5-methanesulfonyl-2-(2,2,3,3,3-pentafluoro-propoxy)-benzoic acid (Example A30) 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 brown solid (yield 68%). MS (m/e): 568.2 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-600a4ed8e3154030998f6cc6afe4141c
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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