Water → HCID 58306833, compound

Participants

Reaction Steps

To a mixture of methyl 5-bromo-1-(4-chlorobenzyl)-1H-indole-7-carboxylic acid (300 mg), trimethylboroxin (100 mg), potassium carbonate (165 mg), and 1,4-dioxane (9 mL) was added tetrakis(triphenylphosphine) palladium (0) (46 mg) at room temperature. This mixture was stirred under heating with reflux for 15 hours. The reaction mixture was left to be cooled to room temperature, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain methyl 1-(4-chlorobenzyl)-5-methyl-1H-indole-7-carboxylate (60 mg).

Provenance & Evidence