Реакция #487566

ord-60ca9b971cfa4f578d2459eefb3cd6b1

Уравнение реакции

Clc1ccnc2[nH]ccc12
4-chloro-1H-pyrrolo[2,3-b]pyridine
CNC1CCCN(Cc2ccccc2)C1
1-benzyl-N-methylpiperidin-3-amine
CN(c1ccnc2[nH]ccc12)C1CCCN(Cc2ccccc2)C1
orange oil
Выход 130.0%
CN(c1ccnc2[nH]ccc12)C1CCCN(Cc2ccccc2)C1
N-(1-benzylpiperidin-3-yl)-N-methyl-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-amine
Выход 130.0%

Условия реакции

Температура
200°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe reaction mixture was partitioned between ethyl acetate (30 mL) and sat. NaHCO3 (20 mL)
  2. 2
    Промывкаthe organic phase was washed with sat. NaCl
  3. 3
    Другоеdried

Методика

A sealed melted mixture of 4-chloro-1H-pyrrolo[2,3-b]pyridine (0.18 g, 0.0012 mol) in 1-benzyl-N-methylpiperidin-3-amine (0.50 g, 0.0024 mol) was heated to 200° C. overnight. The reaction mixture was partitioned between ethyl acetate (30 mL) and sat. NaHCO3 (20 mL), and the organic phase was washed with sat. NaCl, then dried and was reduced under vacuum to give 500 mg of orange oil. The product was chromatographed with 7% MeOH/DCM, 0.7% NH4OH to give 192 mg of an orange oil (48.8% yield).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08741895B2uspto-grants-2014_06