Ethyl Acetate → HCID 66723228, compound

Participants

Reaction Steps

To a solution of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-7-carboxamide (300 mg, 0.65 mmol) in dioxane (9 mL) and H2O (3 mL) was added 1-(4-bromo-2-thienyl)ethanone (400 mg, 1.95 mmol), potassium carbonate (538 mg, 3.90 mmol), and tetrakis(triphenylphosphine)palladium(0) (70 mg, 0.060 mmol). The reaction was run in the microwave at 150° C. for 20 min. An aqueous work-up was performed using EtOAc and H2O followed by addition of MeOH (3 mL) to the crude product. The desired product precipitated and was filtered to give 230 mg of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-propanoyl-3-thienyl)-1H-indole-7-carboxamide (77%).

Provenance & Evidence