Benzonitrile → 7-Bromo-2-phenyl-[1,2,4]triazolo[1,5-A]pyridine

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A mixture of 2-amino-4-bromopyridine (10.0 g, 56.6 mmol), copper (I) bromide (400 mg, 2.70 mmol), 1,10-phenanthroline monohydrate (560 mg, 2.80 mmol) and benzonitrile (130 mL) was heated in a 350 mL 4-necked flask to 130° C. During 45 h a gentle flow of O2/N2 (5:95) was bubbled through the reaction mixture (>99% conversion, HPLC method see below). The dark brown suspension was then cooled to 0-5° C. and filtered. The filter cake was washed with TBME (50 mL) and dried to yield crude 7-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine (11.6 g, 75%) as a green solid with 100% purity (HPLC area-%, HPLC method see below).

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