Réaction #1005985

ord-59e75fae0a35430d88a99ccc0ac45941

Équation de réaction

Cl.ClCc1ccc2ccccc2n1
2-chloromethylquinoline hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)(C)OC(=O)N1CCNCC1
tert-butyl piperazine-1-carboxylate
c1ccc2nc(CN3CCNCC3)ccc2c1
2-(piperazin-1-ylmethyl)quinoline
Rendement 92.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreReaction
  2. 2
    Filtrationfiltered through celite
  3. 3
    ConcentrationFiltrate was concentrated on Rotavapor under vacuum
  4. 4
    Autrethe crude residue was purified on SiO2 using Biotage SP1

Mode opératoire

To a solution of 2-chloromethylquinoline hydrochloride (5 mmol) in anhydrous acetone (100 mL) was added, anhydrous potassium carbonate (15 mmol) and tert-butyl piperazine-1-carboxylate (7 mmol) and the reaction mixture was stirred under reflux conditions for 12 h. Reaction was cooled to r.t. and filtered through celite. Filtrate was concentrated on Rotavapor under vacuum and the crude residue was purified on SiO2 using Biotage SP1 to give a pure 2-(piperazin-1-ylmethyl)quinoline (6.3, 92%, pale yellow solid).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09271962B2uspto-grants-2016_03