3-Bromo-[1,2,4]triazolo[4,3-a]pyridine synthesis
- Product Name:3-Bromo-[1,2,4]triazolo[4,3-a]pyridine
- CAS Number:4922-68-3
- Molecular formula:C6H4BrN3
- Molecular Weight:198.02
![1,7,8-triazabicyclo[4.3.0]nona-2,4,6,8-tetraene](/CAS/GIF/274-80-6.gif)
274-80-6
4922-68-3
General procedure for the synthesis of 3-bromo-[1,2,4]triazolo[4,3-a]pyridine from [1,2,4]triazolo[4,3-a]pyridine: [1,2,4]triazolo[4,3-a]pyridine (1.26 g) and N-bromosuccinimide (NBS, 1.98 g) were dissolved in chloroform, and the reaction was carried out at reflux for 5 h followed by a 14-h stand at room temperature. Upon completion of the reaction, saturated aqueous potassium carbonate (200 mL) and potassium hydroxide (20 g) were added to the mixture, and the organic layer was separated after sufficient shaking. The aqueous layer was extracted twice with dichloromethane (DCM). All organic layers were combined and dried over anhydrous sodium sulfate (Na2SO4) followed by evaporation of the solvent under vacuum to afford the target product 3-bromo-[1,2,4]triazolo[4,3-a]pyridine in 60% yield.
274-80-6
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$45.00/100mg
4922-68-3
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$45.00/250mg
Yield: 60%
Reaction Conditions:
with N-Bromosuccinimide;potassium carbonate;potassium penicillin V in chloroform
Steps:
3 3-bromo[1,2,4]triazolo[4,3-a]pyridine
3-bromo[1,2,4]triazolo[4,3-a]pyridine
A mixture of [1,2,4]triazolo[4,3-a]pyridine (1.26 g) and NBS (1.98 g) with chloroform is refluxed for 5 h and then left for 14 h at room temperature.
A saturated aqueous solution of potassium carbonate (200 ml) and KOH (20 g) are added, the mixture is shaken and the organic layer is separated.
The aqueous layer is extracted with DCM twice.
The combined organic extract is dried over Na2SO4 and the solvent is evaporated in vacuum giving the desired product with 60% yield.
References:
Obshchestvo S Ogranichennoy Otvetstvennostyou "Fusion Pharma";CHILOV, Germes Grigorievich;TITOV, Ilya Yurievich EP2743266, 2014, A2 Location in patent:Page/Page column