1-[4-(2,2,2-Trifluoro-ethyl)-thiazol-2-yl]-piperazine → (2-Isopropoxy-5-methanesulfonyl-phenyl)-{4-[4-(2,2,2-trifluoro-ethyl)-thiazol-2-yl]-piperazin-1-yl}-methanone

HRID 1352351Notes

Reaction equation

HRID 1352351 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:33])([F:32])[CH2:20][C:21]1[N:22]=[C:23]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[S:24][CH:25]=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:29]1[CH2:30][CH2:31][N:26]([C:23]2[S:24][CH:25]=[C:21]([CH2:20][C:19]([F:33])([F:18])[F:32])[N:22]=2)[CH2:27][CH2:28]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 211001721-[4-(2,2,2-Trifluoro-ethyl)-thiazol-2-yl]-piperazineHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 21100238(2-Isopropoxy-5-methanesulfonyl-phenyl)-{4-[4-(2,2,2-trifluoro-ethyl)-thiazol-2-yl]-piperazin-1-yl}-methanoneYield 28%

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 1-[4-(2,2,2-trifluoro-ethyl)-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 white crystalline solid (yield 28%). MS (m/e): 492.1 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-cf56bbe0e30a4e168001d2d9214545ba
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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