2-Bromo-[1,2,4]triazolo[1,5-a]pyrazine

Name: 2-Bromo-[1,2,4]triazolo[1,5-a]pyrazine
Brand: ChemScene
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CAS No. 1359702-68-3
Cat. No. CS-0098621
Purity≥97%
MDL No.MFCD23131230

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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+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Bromo-[1,2,4]triazolo[1,5-a]pyrazine|CS-0098621

Structure of 1359702-68-3

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General Information

CAS No. 1359702-68-3
Cat. No. CS-0098621
Purity ≥97%
MDL No. MFCD23131230
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrN₄
Molecular Weight 199.01
Synonym(s) 2-bromo-1,2,4triazolo[1,5-a]pyrazine
SMILES BrC1=NN2C(C=NC=C2)=N1

Description

2-Bromo-[1,2,4]triazolo[1,5-a]pyrazine is a heterocyclic building block featuring a bromine substituent at the 2-position of a fused triazolopyrazine core. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, facilitating rapid access to complex nitrogen-rich architectures. The molecule exhibits bench-stable handling and compatibility with diverse reaction conditions.

Application

2-Bromo-[1,2,4]triazolo[1,5-a]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine handle. The fused triazolopyrazine core exhibits favorable bench stability and functional group tolerance, facilitating incorporation into complex scaffolds. It functions effectively in Suzuki-Miyaura and Buchwald-Hartwig couplings, offering a reliable route to biologically relevant architectures.

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-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 43.08
LogP 0.8868
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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2-Bromo-[1,2,4]triazolo[1,5-a]pyrazine

CAS No. 1359702-68-3

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