Reacción #52443

Ecuación de reacción

4-ethynyl-1-(1-isopropoxycyclopropyl)-3-methyl-benzene

Intermediate 81

4-ethynyl-1-(1-isopropoxycyclopropyl)-3-methyl-benzene

ethyl-4-iodo benzoate

ethyl-4-iodo-benzoate

Reagent A

ethyl-4-iodo-benzoate

triethylamine

→

title compound

Rendimiento 56.0%

Ethyl 4-[4-(1-isopropoxycyclopropyl)-3-methyl-phenylethynyl]-benzoate

Rendimiento 56.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrosparged with argon for 5 minutes

Procedimiento

Using General Procedure F; 4-ethynyl-1-(1-isopropoxycyclopropyl)-3-methyl-benzene (Intermediate 81, 80.0 mg, 0.13 mmol) and ethyl-4-iodo benzoate (Reagent A, 100.0 mg, 0.36 mmol) in triethylamine (5 mL) was treated with copper(I)iodide (25.0 mg, 0.13 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)-palladium(II) (91 mg, 0.13 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-4% EtOAc—hexanes) afforded 75.0 mg (56%) of the title compound as an orange solid.

Fuente