Reacción #2069961

ord-128decafd59e4932a1553ac440634a1e

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturacooling
  2. 2
    Temperaturawhile heating
  3. 3
    Temperaturaunder reflux for 4 hours
  4. 4
    LavadoThe resulting mixture was washed with a saturated aqueous ammonium chloride solution and saturated brine
  5. 5
    Concentraciónconcentrated under reduced pressure
  6. 6
    OtroThe residue was purified by silica gel column chromatography

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07541332B2uspto-grants-2009_06