Benzo(B)Thiophene-2-Boronic Acid → HCID 70664652, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of benzo[b]thiophen-2-ylboronic acid (180 mg, 1.01 mmol) in dioxane (6 mL) was added methyl 6-chloro-7-(isopropyl(methyl)amino)-2-naphthoate (120 mg, 0.41 mmol), K3PO4 (259 mg, 1.23 mmol), Pd(PPh3)4 (24.0 mg, 0.02 mmol) and water (3 drops) with stirring for 1 h at 90° C. in an oil bath with an inert atmosphere of nitrogen. The reaction mixture was concentrated under vacuum and then purified by a silica gel column with 1% to 4% ethyl acetate in petroleum ether to afford methyl 6-(benzo[b]thiophen-2-yl)-7-(isopropyl(methyl)amino)-2-naphthoate as a light yellow solid (140 mg, 87.5%).

Provenance & Evidence