3-Bromo-1,1,1-trifluorobutan-2-one → 1-(5-Methyl-4-trifluoromethyl-thiazol-2-yl)-piperazine

Reaction equation

[N:1]1([C:7](=[S:9])[NH2:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH:11]([CH3:18])[C:12](=O)[C:13]([F:16])([F:15])[F:14]>>[CH3:18][C:11]1[S:9][C:7]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[N:8][C:12]=1[C:13]([F:16])([F:15])[F:14]

Participants

Reactant 2

HCID 27364103-Bromo-1,1,1-trifluorobutan-2-one

HCID 47396381-Piperazinecarbothioamide

Product 1

HCID 211001891-(5-Methyl-4-trifluoromethyl-thiazol-2-yl)-piperazineYield 25%

Procedure

Prepared in analogy to example 49 (a) from 1-piperazinecarbothioamide and 3-bromo-1,1,1-trifluoro-2-butanone. The crude material was purified by chromatography (SiO2, methanol/dichloromethane) to yield the title compound as a white crystalline solid (yield 25%). MS (m/e): 252.1 (M+H+, 100%).

Workup

customThe crude material was purified by chromatography (SiO2, methanol/dichloromethane)

Sources & evidence

ORD record: ord-6d1d384eba5b423686f52f4ad5a11fe5
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07220744B2

Reaction notes

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