Reaction #2069946

Reaction equation

ethynylbenzene

pyrrolidine

pyrrolidine

→

title compound

1-[2-(2-Phenyl-1-ethynyl)benzyl]isoquinoline

Solvents

ethyl acetate

Conditions

Workup

1. 1
   TemperatureThe mixture was cooled to room temperature
2. 2
   Washwashed with a saturated aqueous ammonium chloride solution
3. 3
   Dryingdried over anhydrous magnesium sulfate
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   OtherThe residue was purified by silica gel chromatography

Procedure

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).

Source