Реакция #1005985

ord-59e75fae0a35430d88a99ccc0ac45941

Уравнение реакции

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
Выход 92.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеReaction
  2. 2
    Фильтрацияfiltered through celite
  3. 3
    КонцентрированиеFiltrate was concentrated on Rotavapor under vacuum
  4. 4
    Другоеthe crude residue was purified on SiO2 using Biotage SP1

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09271962B2uspto-grants-2016_03