2-Bromo-5-fluoropyrazine

Name: 2-Bromo-5-fluoropyrazine
Brand: ChemScene
Availability: InStock
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CAS No. 1209459-10-8
Cat. No. CS-0043702
Purity≥95%
MDL No.MFCD14702726

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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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General Information

CAS No. 1209459-10-8
Cat. No. CS-0043702
Purity ≥95%
MDL No. MFCD14702726
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂BrFN₂
Molecular Weight 176.97
Synonym(s) 5-bromo-2-fluoropyrazine
SMILES FC1=CN=C(Br)C=N1

Description

2-Bromo-5-fluoropyrazine is a halogenated pyrazine derivative featuring complementary reactive sites for cross-coupling and functionalization. The bromo group enables palladium-catalyzed transformations, while the fluorine atom supports nucleophilic substitution under mild conditions. This bifunctional scaffold facilitates rapid diversification in medicinal chemistry and materials synthesis.

Application

2-Bromo-5-fluoropyrazine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine and fluorine substituents facilitate sequential functionalization, while the pyrazine core provides structural rigidity and enhanced bioavailability in target molecules. This compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for scalable synthesis workflows.

Synthesis

Route1
- In-stock
  
  374063-92-0
- ~74%
- In-stock
  
  1209459-10-8
References
- Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A. Patent: US2005/9838 A1, 2005 ; Location in patent: Page 150 ; US 20050009838 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 25.78
LogP 1.3782
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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2-Bromo-5-fluoropyrazine

CAS No. 1209459-10-8

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