8-Bromoimidazo[1,2-a]pyrazine

Name: 8-Bromoimidazo[1,2-a]pyrazine
Brand: ChemScene
Availability: InStock
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CAS No. 69214-34-2
Cat. No. CS-W022560
Purity≥98%
MDL No.MFCD18072715

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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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8-Bromoimidazo[1,2-a]pyrazine|CS-W022560

Structure of 69214-34-2

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General Information

CAS No. 69214-34-2
Cat. No. CS-W022560
Purity ≥98%
MDL No. MFCD18072715
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) None
SMILES BrC1=NC=CN2C1=NC=C2

Description

8-Bromoimidazo[1,2-a]pyrazine is a heterocyclic building block featuring a brominated imidazo[1,2-a]pyrazine core, offering high reactivity in cross-coupling transformations. The electron-deficient framework facilitates palladium-catalyzed functionalization, while the bromine substituent enables site-specific derivatization. This stable, bench-ready compound integrates efficiently into complex molecular architectures for medicinal chemistry and materials applications.

Application

8-Bromoimidazo[1,2-a]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates reliable C–C bond formation under standard Suzuki, Stille, and Negishi conditions, while the imidazopyrazine core provides structural rigidity and favorable pharmacophoric properties for target-directed synthesis. The compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization, supporting scalable applications in API development and hit-to-lead optimization.

Synthesis

Route1
- In-stock
  
  6863-73-6
- 17157-48-1
- ~%
- In-stock
  
  69214-33-1
- In-stock
  
  69214-34-2
- 937790-53-9
References
- Schering Corporation Patent: US2007/105864 A1, 2007 ; Location in patent: Page/Page column 121 ; US 20070105864 A1

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 1.4918
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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8-Bromoimidazo[1,2-a]pyrazine

CAS No. 69214-34-2

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