Potassium Carbonate → 4,6-difluoro-5-[4-(3-hydroxypropoxy)phenyl]-1H-indole-3-carbaldehyde

Participants

Reaction Steps

To the slurry of 5-bromo-4,6-difluoro-1H-indole-3-carbaldehyde was added 2M potassium carbonate (0.7 mL) and the mixture was stirred at room temperature for 5 min. Then 3-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenoxy)propan-1-ol (120 mg, 0.46 mmol) and Pd(dppf)Cl2 (20 mg) was added to the reaction. The reaction was heated to 90° C. for 30 min. Solvent was removed under reduced pressure to give a residue, which was purified by silica gel chromatography (petroleum ether/ethyl acetate=4:1) to give the title compound (30 mg, 20%) as a yellow solid.

Provenance & Evidence