Реакция #691975

ord-0a08be47429945719441cc990b3d3c93

Уравнение реакции

Nc1cccnc1Cl
2-chloro-3-aminopyridine
C1CCOC1
tetrahydrofuran
CCOC(C)=O
ethyl acetate
Cln1ccc2ncccc21
1-chloropyrrolopyridine
CCCCc1ccc(Cc2nccc3cc[nH]c23)cc1
title compound
CCCCc1ccc(Cc2nccc3cc[nH]c23)cc1
7-(4-Butylbenzyl)-1H-pyrrolo[2,3-c]pyridine

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураcooling
  2. 2
    Температураwhile heating
  3. 3
    Температураunder reflux for 4 hours
  4. 4
    ПромывкаThe resulting mixture was washed with a saturated aqueous ammonium chloride solution and saturated brine
  5. 5
    Концентрированиеconcentrated under reduced pressure
  6. 6
    ДругоеThe residue was purified by silica gel column chromatography

Методика

The compound of Example B205 (800 μl, 0.3 mmol) was added to a solution of 1-chloropyrrolopyridine (19.4 mg, 0.127 mmol), which was synthesized from 2-chloro-3-aminopyridine according to the method of H07-165,708A, and dichloro(diphenylphosphinopropane)nickel (6.9 mg, 0.013 mmol) in tetrahydrofuran (1 ml) under ice-cooling, and the mixture was stirred while heating under reflux for 4 hours. After allowing the mixture to cool to room temperature, ethyl acetate was added thereto. The resulting mixture was washed with a saturated aqueous ammonium chloride solution and saturated brine, then concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (7.1 mg).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07910712B2uspto-grants-2011_03