Carbonate Ion → 5-(3-formylphenyl)-3-(1-{[3-(methyloxy)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-bromo-3-(1-{[3-(methyloxy)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide (420 mg, 0.9 mmol) in dioxane (6.0 mL) and water (2.0 ml), (3-formylphenyl)boronic acid (750.0 mg, 5.0 mmol), Pd(PPh3)4 (100.0 mg, 10%) and cessium carbonate (800 mg, 1.8 mmol) were added. The reaction mixture was heated in a Smith synthesizer microwave at 160° C. for 20 min. All solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (ethyl acetate/hexane, 1/1) to yield the desired product (300.0 mg, 70%).

Provenance & Evidence