반응 #675596

반응 방정식

5-bromopyridin-2-amine

benzonitrile

1,10-phenanthroline monohydrate

1,10-phenanthroline monohydrate

→

6-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine

수율 38.0%

용매

반응 조건

후처리

1. 1
   기타was bubbled gently through the mixture for 2 days
2. 2
   기타bubbling
3. 3
   온도heating
4. 4
   기타The solvent was evaporated
5. 5
   기타Purification by flash chromatography on a 20 g silicagel column
6. 6
   기타evaporation of the solvents

실험 절차

A mixture of 5-bromopyridin-2-amine (2 g, 11.6 mmol), benzonitrile (26.2 g, 26.1 ml, 254 mmol), 1,10-phenanthroline monohydrate (115 mg, 578 μmol) and copper (I) bromide (82.9 mg, 578 μmol) was placed in a 100 ml 2 necked flask. The mixture was heated to 135° C. while air was bubbled gently through the mixture for 2 days. Another portion of copper (I) bromide (82.9 mg, 578 μmol) and 1,10-phenanthroline monohydrate (115 mg, 578 μmol) was added and bubbling and heating was continued for further 8 hours. The solvent was evaporated. Purification by flash chromatography on a 20 g silicagel column using heptane/ethyl acetate 10-50% as eluent and evaporation of the solvents afforded 6-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine (1.19 g, 38%) as light yellow solid. Mp.: 146° C. MS: m/z=274/276 (M+H+).

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