Reaction #2161259

ord-84e79d5888d345bdab079d1b04396663

Reaction equation

Fc1ccc(Br)nc1
2-bromo-5-fluoropyridine
C1CNCCN1
piperazine
Fc1ccc(N2CCNCC2)nc1
1-(5-Fluoropyridin-2-yl)piperazine

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureAfter cooling
  2. 2
    workup.DISTILLATIONexcess piperazine is distilled off in vacuo (Kugelrohr, 1.5 mbar, 120° C.)
  3. 3
    OtherThe residue is purified by flash chromatography (dichloromethane/ethanol/conc. ammonia solution, 30:1:0.1)

Procedure

With stirring, 500 mg (2.84 mmol) of 2-bromo-5-fluoropyridine and 1.22 g (14.2 mmol) of piperazine are heated at 150° C. for 24 h. After cooling, excess piperazine is distilled off in vacuo (Kugelrohr, 1.5 mbar, 120° C.). The residue is purified by flash chromatography (dichloromethane/ethanol/conc. ammonia solution, 30:1:0.1).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07919489B2uspto-grants-2011_04