Piperazine → 1-[6-(Trifluoromethyl)pyridin-2-yl]piperazine

HRID 846051Notes

Reaction equation

HRID 846051 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[N:3]=1.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>C(#N)C>[F:9][C:8]([F:11])([F:10])[C:4]1[N:3]=[C:2]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 6023342-Chloro-6-(trifluoromethyl)pyridine

Product 1

HCID 114247401-[6-(Trifluoromethyl)pyridin-2-yl]piperazineYield 81.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

54.4 g of 2-chloro-6-trifluoromethyl pyridine are dissolved into a mixture of 350 ml of acetonitrile and 77.4 g of anhydrous piperazine. The mixture is filtered and washed with acetonitrile. The solvent is evaporated. The residue is taken up with dichloromethane and washed with water. The solution is dried over magnesium sulfate. The solvent is evaporated and the residue distilled, to obtain 56.4 g of 1-[6-(trifluoromethyl)-2-pyridinyl]piperazine (81.4% yield), having a boiling point of 103° C. at 0.05 mm Hg.

Workup

  1. filtrationThe mixture is filtered
  2. washwashed with acetonitrile
  3. customThe solvent is evaporated
  4. washwashed with water
  5. dry with materialThe solution is dried over magnesium sulfate
  6. customThe solvent is evaporated
  7. distillationthe residue distilled

Sources & evidence

ORD record
ord-0748859c41e849c7bd152afeb1ec080d
Source dataset
uspto-grants-1992_08
Patent number
US05135931

Reaction notes

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