1-[4-(Trifluoromethyl)-1,3-thiazol-2-yl]piperazine → (2-Cyclopentyloxy-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352343Notes

Reaction equation

HRID 1352343 reaction equation
[CH:1]1([O:6][C:7]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][C:8]=2[C:9]([OH:11])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:20][C:21]([F:34])([F:33])[C:22]1[N:23]=[C:24]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[S:25][CH:26]=1>>[CH:1]1([O:6][C:7]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][C:8]=2[C:9]([N:30]2[CH2:31][CH2:32][N:27]([C:24]3[S:25][CH:26]=[C:22]([C:21]([F:34])([F:20])[F:33])[N:23]=3)[CH2:28][CH2:29]2)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 137478101-[4-(Trifluoromethyl)-1,3-thiazol-2-yl]piperazineHCID 211002232-Cyclopentyloxy-5-methanesulfonyl-benzoic acid

Product 1

HCID 21100224(2-Cyclopentyloxy-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 71%

Procedure

Prepared in analogy to example 1 (b) from 2-cyclopentyloxy-5-methanesulfonyl-benzoic acid (Example A4) and 1-(4-trifluoromethyl-thiazol-2-yl)-piperazine (Example 49(a)). The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) followed by trituration in pentane to yield the title compound as a crystalline white solid (yield 71%). MS (m/e): 504.0 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-60538d9ea1184615b3131b8ef2ad385f
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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