Reacción #49483

Ecuación de reacción

potassium carbonate

water

4-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone

→

4-(4-hydroxy-3,5-dimethylphenyl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone

Rendimiento 102.4%

Disolventes

dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofollowed by purification by preparative thin-layer chromatography (chloroform/methanol=6/1)

Procedimiento

In a similar manner to Step 1 of Example 152, 4-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (80.0 mg, 0.135 mmol) was dissolved in dimethoxyethane (9.6 mL), and the solution was treated with 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl)phenol (42.0 mg, 0.168 mmol), [bis(diphenylphosphino)ferrocene]dichloropalladium (5.5 mg, 0.0067 mmol), potassium carbonate (58.0 mg, 0.421 mmol) and water (0.030 mL), followed by purification by preparative thin-layer chromatography (chloroform/methanol=6/1) to obtain 4-(4-hydroxy-3,5-dimethylphenyl)-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (39.1 mg, yield 82%).

Fuente