Reaktion #684953

ord-de3615d5e3a1431992fd51fd46d81e6e

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was cooled to room temperature
  2. 2
    Waschenwashed with a saturated aqueous ammonium chloride solution
  3. 3
    Trocknendried over anhydrous magnesium sulfate
  4. 4
    Einengenconcentrated under reduced pressure
  5. 5
    SonstigeThe residue was purified by silica gel chromatography

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07897387B2uspto-grants-2011_03