Potassium Phosphate, Tribasic → 1h-Indazole,4-bromo-1-(2-fluorophenyl)-6-methyl-

Participants

Reaction Steps

2,6-Dibromo-4-methylbenzaldehyde (2-fluorophenyl)hydrazone (Intermediate 25, 767 mg, 1.99 mmol), tripotassium phosphate (1.06 g, 4.98 mmol), tris(dibenzylideneacetone)dipalladium(0) (73 mg, 0.08 mmol) and racemic BINAP (50 mg, 0.08 mmol) were dissolved in toluene (26 mL) and heated under reflux for 16 hours in a nitrogen atmosphere. The mixture was then cooled and evaporated under reduced pressure. The residue purified by silica gel chromatography using the Flashmaster II (100 g cartridge) eluting with a 100:0 to 0:100 cyclohexane:dichloromethane gradient over 40 minutes to give the title compound (249 mg).

Provenance & Evidence