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

HRID 1352364Notes

Reaction equation

HRID 1352364 reaction equation
[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=1[C:8]([OH:10])=O)[CH:2]([CH3:4])[CH3:3].FC(F)(F)C(O)=O.[F:26][C:27]([F:40])([F:39])[C:28]1[S:32][C:31]([N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[N:30][N:29]=1>>[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=1[C:8]([N:36]1[CH2:35][CH2:34][N:33]([C:31]2[S:32][C:28]([C:27]([F:39])([F:26])[F:40])=[N:29][N:30]=2)[CH2:38][CH2:37]1)=[O:10])[CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 211001991-(5-Trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazine trifluoroacetateHCID 235031102-Isobutoxy-5-methanesulfonyl-benzoic acid

Product 1

HCID 11562273(2-Isobutoxy-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-isobutoxy-5-methanesulfonyl-benzoic acid (Example A8) and 1-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazine trifluoroacetate (Example 62(b)). The crude material was purified by chromatography (SiO2, dichloromethane/methanol 98:2) to yield the title compound as a colorless solid. MS (m/e): 493.4 (M+H+, 100%).

Workup

  1. customThe crude material was purified by chromatography (SiO2, dichloromethane/methanol 98:2)

Sources & evidence

ORD record
ord-b47eb4f37b9c4a788015bb5a15a92803
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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