To a rigorously cleaned, nitrogen-purged 1L Parr reactor equipped with a stainless-steel stirrer shaft and turbine-type impeller was charged 3-bromo-2,6-dichlorobenzonitrile (80.0 g, 1 eq, 296 mmol), hydrazine hydrate (76 mL, 4 eq, 1.2 mol), sodium acetate (29.1, 1.2 eq, 355 mmol) and 2-MeTHF (5 V, 400 mL) at room temperature. The reaction mixture was warmed to 105 °C (45 psig) and held at this temperature for 18h. Upon completion, the crude mixture (5-bromo-4-chloro-1H-indazol-3-amine and 7-Bromo-4-chloro-1H-indazol-3-ylamine) was slowly cooled to -25°C.
