Reacción #684953

ord-de3615d5e3a1431992fd51fd46d81e6e

Ecuación de reacción

C#Cc1ccccc1
ethynylbenzene
C1CCNC1
pyrrolidine
C1CCNC1
pyrrolidine
C(#Cc1ccccc1Cc1nccc2ccccc12)c1ccccc1
title compound
C(#Cc1ccccc1Cc1nccc2ccccc12)c1ccccc1
1-[2-(2-Phenyl-1-ethynyl)benzyl]isoquinoline

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was cooled to room temperature
  2. 2
    Lavadowashed with a saturated aqueous ammonium chloride solution
  3. 3
    Secadodried over anhydrous magnesium sulfate
  4. 4
    Concentraciónconcentrated under reduced pressure
  5. 5
    OtroThe residue was purified by silica gel chromatography

Procedimiento

A solution of tetrakis(triphenylphosphine)palladium (58 mg, 0.05 mmol) and ethynylbenzene (204 mg, 2.0 mmol) in pyrrolidine (1.5 ml) was added to a solution of the compound of Example B25 (345 mg, 1.07 mmol) in pyrrolidine (1.5 ml) under nitrogen atmosphere, and the mixture was stirred at 80° C. for 3 hours. The mixture was cooled to room temperature, diluted with ethyl acetate, washed with a saturated aqueous ammonium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel chromatography to give the title compound (280 mg).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07897387B2uspto-grants-2011_03