Potassium Carbonate → 7-Bromo-5-(3-fluorophenyl)-1,2,3-benzothiadiazole

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Reaction Steps

A mixture of 7-bromo-5-iodo-1,2,3-benzothiadiazole (20 mg, 0.0586 mmol), 3-fluorophenylboronic acid (9.85 mg, 0.0704 mmol), 1,1′-bis(diphenylphosphino)ferrocenepalladium (II) dichloride dichloromethane complex (2.14 mg, 0.00293 mmol), potassium carbonate (24.3 mg, 0.176 mmol) and 4:1 1,4-dioxane:water (3 mL) was heated to 60° C. for 2 h. The solution was concentrated. Purification by ISCO chromatography (1 to 3% EtOAc:heptane) afforded 15 mg (83%) of the title compound as a white solid. 1H NMR (400 MHz, CDCl3): δ 7.13-7.21 (m, 1 H), 7.39 (dt, J=9.7, 2.0 Hz, 1 H), 7.45-7.55 (m, 2 H), 8.04 (d, J=1.5 Hz, 1 H), 8.74 (d, J=1.3 Hz, 1 H).

Provenance & Evidence