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

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-amino-4-bromopyridine (5.00 g, 28.3 mmol), copper (I) bromide (207 mg, 1.44 mmol), 1,10-phenanthroline monohydrate (284 mg, 1.44 mmol) and benzonitrile (125 mL) was heated in a 380-mL autoclave to 130° C. and stirred for 23 h under 20 bar of air. After the autoclave was vented and opened (100% conversion, HPLC method cf. example 1.3), the dark brown reaction suspension was then cooled to 0-5° C. and filtered. The filter cake was washed with TBME (40 mL) and dried to yield crude 7-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine (4.74 g, 60%) as a green solid with 97.7% purity (HPLC area-%, HPLC method cf. example 1.3).

Provenance & Evidence