3-Bromo-8-chloroimidazo[1,2-a]pyrazine

Name: 3-Bromo-8-chloroimidazo[1,2-a]pyrazine
Brand: ChemScene
Availability: InStock
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CAS No. 143591-61-1
Cat. No. CS-W019641
Purity≥97%
MDL No.MFCD09909653

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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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3-Bromo-8-chloroimidazo[1,2-a]pyrazine|CS-W019641

Structure of 143591-61-1

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Description

3-Bromo-8-chloroimidazo[1,2-a]pyrazine is a halogenated heterocyclic scaffold featuring complementary electrophilic sites at the 3- and 8-positions. This electron-deficient core enables selective cross-coupling reactions and serves as a key building block in medicinal chemistry. The molecule exhibits good stability under standard conditions and facilitates direct functionalization in late-stage diversification.

Application

3-Bromo-8-chloroimidazo[1,2-a]pyrazine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. The molecule enables palladium-catalyzed cross-coupling reactions due to its dual halogen functionality, with bromine at C3 offering high reactivity in Suzuki-Miyaura and Buchwald-Hartwig transformations. Its bench-stable nature and orthogonal reactivity profile facilitate efficient diversification of imidazopyrazine scaffolds in multi-step syntheses.

General Information

CAS No. 143591-61-1
Cat. No. CS-W019641
Purity ≥97%
MDL No. MFCD09909653
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClN₃
Molecular Weight 232.47
Synonym(s) 8-Chloro-3-bromoimidazo[1,2-a]pyrazine
SMILES ClC1=NC=CN2C1=NC=C2Br

Computational Chemistry Data

TPSA 30.19
LogP 2.1452
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

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

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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3-Bromo-8-chloroimidazo[1,2-a]pyrazine

CAS No. 143591-61-1

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