Reaktion #80061

Reaktionsgleichung

benzyl-[1-(4-ethynylphenyl)-cyclopropyl]-amine

Intermediate 127

benzyl-[1-(4-ethynylphenyl)-cyclopropyl]-amine

ethyl-4-iodo benzoate

ethyl-4-iodo-benzoate benzoate

Reagent A

ethyl-4-iodo-benzoate benzoate

→

title compound

Ausbeute 90.0%

Ethyl 4-[4-(1-benzylamino-cyclopropyl)-phenylethynyl]-benzoate

Ausbeute 90.0%

Lösungsmittel

triethyl amine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesparged with argon for 5 minutes

Vorschrift

Using General Procedure F; benzyl-[1-(4-ethynylphenyl)-cyclopropyl]-amine (Intermediate 127, 65.0 mg, 0.27 mmol) and ethyl-4-iodo benzoate (Reagent A, 68.0 mg, 0.27 mmol) in triethyl amine (8 mL) was treated with copper(I)iodide (16.0 mg, 0.08 mmol) and sparged with argon for 5 minutes. Dichlorobis (triphenylphosphine)palladium(II) (58 mg, 0.08 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-5% EtOAc-hexanes) afforded 90 mg (90%) of the title compound as an orange solid.

Quelle