تفاعل #649291

معادلة التفاعل

5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide

[4-(cyanomethyl)phenyl]boronic acid

potassium carbonate

→

desired product

3-[1-(ethylsulfonyl)-4-piperidinyl]-5-{4-[2-(methylamino)ethyl]phenyl}-1H-indole-7-carboxamide

المذيبات

EtOAc

H2O

dioxane

H2O

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered

الإجراء التجريبي

To a solution of 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (200 mg, 0.48 mmol) in dioxane and H2O was added was added [4-(cyanomethyl)phenyl]boronic acid (232 mg, 0.144 mmol), potassium carbonate (400 mg, 2.88 mmol), and tetrakis(triphenylphosphine)palladium (0) (30 mg, 0.048 mmol). The solution was stirred and heated in the microwave at 160° C. for 40 min. The reaction was diluted with EtOAc and H2O and filtered to obtain a yellow crystal as desired product. The solution was washed with brine and H2O and then EtOAc was concentrated. To the reside was added MeOH which precipitated the desired product and then washed again with MeOH to give 5-[4-(cyanomethyl)phenyl]-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide.

المصدر