Piperazine → 1-(2-Bromo-5-(trifluoromethyl)phenyl)piperazine

HRID 32653Notes

Reaction equation

HRID 32653 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1F.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>CN(C)C(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 1424144-Bromo-3-fluorobenzotrifluoride

Product 1

HCID 597936441-(2-Bromo-5-(trifluoromethyl)phenyl)piperazineYield 37%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2 g (8 mmol) 1-Bromo-2-fluoro-4-trifluoromethyl-benzene and 2.13 g (25 mmol) piperazine in 2 ml N,N-dimethylacetamide was heated to 100° C. for 2 h and subsequently all volatiles were removed under vacuum. The residue was purified by flash column chromatography on silica eluting with DCM/methanol/1% NH3 aq. to yield 0.765 g (37%) of the title compound as colourless oil.

Workup

  1. customsubsequently all volatiles were removed under vacuum
  2. customThe residue was purified by flash column chromatography on silica eluting with DCM/methanol/1% NH3 aq.

Sources & evidence

ORD record
ord-43c2835a3c414b0799b9cd5ab272bd48
Source dataset
uspto-grants-2008_09
Patent number
US07427612B2

Reaction notes

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