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

HRID 1352362Notes

Reaction equation

HRID 1352362 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].FC(F)(F)C(O)=O.[F:25][C:26]([F:39])([F:38])[C:27]1[S:31][C:30]([N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)=[N:29][N:28]=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:35]1[CH2:34][CH2:33][N:32]([C:30]2[S:31][C:27]([C:26]([F:38])([F:25])[F:39])=[N:28][N:29]=2)[CH2:37][CH2:36]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 211001991-(5-Trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazine trifluoroacetateHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 11518574(2-Isopropoxy-5-methanesulfonyl-phenyl)-[4-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazin-1-yl]-methanone

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 1-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazine trifluoroacetate. The crude material was purified by chromatography (SiO2, dichloromethane/methanol 99:1) to yield the title compound as a colorless solid. MS (m/e): 479.2 (M+H+, 100%).

Workup

  1. customThe crude material was purified by chromatography (SiO2, dichloromethane/methanol 99:1)

Sources & evidence

ORD record
ord-6a0b2d17b61a4d78972730f80fe425ce
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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