3-Bromo-[1,2,4]triazolo[4,3-a]pyridine

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3-Bromo-[1,2,4]triazolo[4,3-a]pyridine manufacturers
3-Bromo-[1,2,4]triazolo[4,3-a]pyridine Basic information
Product Name:3-Bromo-[1,2,4]triazolo[4,3-a]pyridine
Synonyms:1,2,4-TRIAZOLO[4,3-A]PYRIDINE, 3-BROMO-;3-bromo-[1,2,4]triazolo[4,3-a]pyridine;s-Triazolo[4,3-a]pyridine, 3-bromo-;Ponatinib Impurity 9
CAS:4922-68-3
MF:C6H4BrN3
MW:198.02
EINECS:
Product Categories:Heterocycle-Pyridine series
Mol File:4922-68-3.mol
3-Bromo-[1,2,4]triazolo[4,3-a]pyridine Structure
3-Bromo-[1,2,4]triazolo[4,3-a]pyridine Chemical Properties
Melting point 165-167 °C
density 1.89±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka0.97±0.50(Predicted)
AppearanceLight brown to brown Solid
InChIInChI=1S/C6H4BrN3/c7-6-9-8-5-3-1-2-4-10(5)6/h1-4H
InChIKeyBOKHADJFZUWNSH-UHFFFAOYSA-N
SMILESC12=NN=C(Br)N1C=CC=C2
Safety Information
HS Code 2933998090
MSDS Information
3-Bromo-[1,2,4]triazolo[4,3-a]pyridine Usage And Synthesis
Uses3-Bromo-[1,2,4]triazolo[4,3-a]pyridine is an intermediate used to prepare bi-aryl amines as mGluR5 modulators for treating gastrointestinal, urinary tract, and nervous system disorders.
Synthesis
1,7,8-triazabicyclo[4.3.0]nona-2,4,6,8-tetraene

274-80-6

3-Bromo-[1,2,4]triazolo[4,3-a]pyridine

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.

References[1] Patent: EP2743266, 2014, A2. Location in patent: Page/Page column
3-Bromo-[1,2,4]triazolo[4,3-a]pyridine Preparation Products And Raw materials
Raw materials1,7,8-triazabicyclo[4.3.0]nona-2,4,6,8-tetraene-->Potassium carbonate-->Chloroform-->Penicillin V potassium salt-->N-Bromosuccinimide
Tag:3-Bromo-[1,2,4]triazolo[4,3-a]pyridine(4922-68-3) Related Product Information
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