Реакция #795509

ord-885730bb68a144cb991ec2be0bb66ebd

Уравнение реакции

C#CCNC(=O)CBr
2-bromo-N-(prop-2-yn-1-yl)acetamide
CN1CCNCC1
N-methyl piperazine
C#CCNC(=O)CN1CCN(C)CC1
title compound
Выход 49.0%
C#CCNC(=O)CN1CCN(C)CC1
2-(4-methylpiperazin-1-yl)-N-(prop-2-yn-1-yl)acetamide
Выход 49.0%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеReaction mixture
  2. 2
    Промывкаwashed with water and brine
  3. 3
    СушкаThe organic layer was dried over Na2SO4
  4. 4
    Концентрированиеconcentrated in vacuo
  5. 5
    ДругоеThe crude residue was triturated with ether-pentane

Методика

To a solution of 2-bromo-N-(prop-2-yn-1-yl)acetamide (0.7 g, 3.98 mmol) in DCM (10 mL) added N-methyl piperazine (0.66 mL, 5.96 mmol) drop wise. Reaction mixture stirred at rt for 16 h, diluted with DCM and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude residue was triturated with ether-pentane, affording the title compound (0.38 g, 49%); LCMS: m/z=196.15 (M+1); 1H NMR (300 MHz, DMSO-d6) δ 8.06 (d, J=6.1 Hz, 1H), 3.86 (dd, J=5.9, 2.5 Hz, 2H), 3.07 (t, J=2.5 Hz, 1H), 2.91 (s, 2H), 2.47-2.25 (m, 8H), 2.15 (s, 3H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09174978B2uspto-grants-2015_11