Hydrochloric Acid → HCID 66704132, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (2.36 g, 10.1 mmol), 6-bromo-1H-indole-3-carboxylic acid methyl ester (1.8 g, 6.71 mmol), tetrakis(triphenylphosphine)palladium(0) (300 mg, 0.26 mmol), DMF (27 mL), ethanol (13.5 mL) and 2M aqueous potassium carbonate (13.5 mL) is heated to 85° C. for 4 hours. The reaction is cooled to room temperature and diluted with water and acidified with 1 N HCl. The resulting solution is extracted with ethyl acetate. The combined organic layers are washed with brine and dried over anhydrous magnesium sulfate and concentrated. The residue is purified with flash chromatography eluting with 25→40% ethyl acetate/heptane to give 1.73 mg (87%) of the title compound.

Provenance & Evidence