Synthesis And Process Development Of 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

The synthesis and process of 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-y1)-1H-indazole was studied. Based on the chemical structure of the target compound, we designed several synthetic routes. At last, a route whose starting material is 4-bromo-2-fluorobenzaldehyde was chose. We synthesized and identified the intermediate product, at the same time, the factor of the route was studied.In this dissertation, a possible route was focused on via total two steps as follows:i) Using 4-bromo-2-fluorobenzaldehyde as starting material, the key intermediate of 6-bromo-lH-indazole was obtained via ring closing reaction; ii) After Suzuki coupling, the target compound 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole was obtained with a overall yield of 49.9%.