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

Name: 6-Bromo-3-methyl-[1,2,4]triazolo[4,3-a]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 108281-78-3
Cat. No. CS-0053940
Purity≥98%
MDL No.MFCD08276188

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
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6-Bromo-3-methyl-[1,2,4]triazolo[4,3-a]pyridine|CS-0053940

Structure of 108281-78-3

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General Information

CAS No. 108281-78-3
Cat. No. CS-0053940
Purity ≥98%
MDL No. MFCD08276188
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 6-Bromo-3-methyl-1,2,4-triazolo[4,3-a]-pyridine
SMILES CC1=NN=C2C=CC(Br)=CN21

Description

6-Bromo-3-methyl-[1,2,4]triazolo[4,3-a]pyridine features a fused triazolopyridine core with bromine and methyl substituents at regioselective positions, enabling direct functionalization in cross-coupling reactions. The electron-deficient heteroaromatic system enhances reactivity in palladium-catalyzed transformations. This bench-stable scaffold integrates readily into complex molecular architectures for medicinal chemistry and materials applications.

Application

6-Bromo-3-methyl-[1,2,4]triazolo[4,3-a]pyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the bromine site via Pd-catalyzed cross-coupling reactions. The triazolopyridine core exhibits favorable stability and orthogonal reactivity, supporting efficient incorporation into complex heterocyclic scaffolds. Its methyl group provides a handle for further derivatization, while the molecule's crystalline nature and clean purification profile enhance utility in high-throughput synthesis and process development.

Synthesis

Route1
- In-stock
  
  624-28-2
- ~%
- In-stock
  
  108281-78-3
References
- Journal of Heterocyclic Chemistry, , vol. 23, # 4 p. 1071 - 1077
Route2
- In-stock
  
  77992-44-0
- 78-39-7
- ~49%
- In-stock
  
  108281-78-3
References
- Moran; Morton; Albright Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 4 p. 1071 - 1077

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 30.19
LogP 1.80022
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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

CAS No. 108281-78-3

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