Reaktion #1005985

ord-59e75fae0a35430d88a99ccc0ac45941

Reaktionsgleichung

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
Ausbeute 92.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeReaction
  2. 2
    Filtrationfiltered through celite
  3. 3
    EinengenFiltrate was concentrated on Rotavapor under vacuum
  4. 4
    Sonstigethe crude residue was purified on SiO2 using Biotage SP1

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271962B2uspto-grants-2016_03