反应详情

温度

130 °C

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 (60 mL) was heated in a 380-mL autoclave to 130° C. and stirred for 23 h under 60 bar of O2/N2 (5:95). After the autoclave was vented and opened (100% conversion, GC method see below), 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 (5.71 g, 74%) as a green solid with 100% purity (GC area-%, GC method: column J&W 113-5432 SE-54 (30 m, ID 0.32 mm), oven 80° C. to 140° C. (5° C./min plus 5 min hold) then to 280° C. (10° C./min & 5 min hold), injector 250° C., detector 300° C., carrier gas H2 (66 kPa), split ratio 1/20. Sample preparation: 1-1.5 mg of the sample were dissolved in 1 ml methanol, 2 μl were injected. Retention times: 10.4 min (2-amino-4-bromopyridine), 12.1 min (benzamide), 26.9 (3,5-diphenyl-1,2,4-oxadiazol), 29.8 min (7-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine)).

1. temperaturethe dark brown reaction suspension was then cooled to 0-5° C.
2. filtrationfiltered
3. washThe filter cake was washed with TBME (40 mL)
4. customdried