2-Bromo-5-iodopyrazine

Name: 2-Bromo-5-iodopyrazine
Brand: ChemScene
Availability: InStock
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CAS No. 622392-04-5
Cat. No. CS-W019448
Purity≥96%
MDL No.MFCD08061602

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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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Structure of 622392-04-5

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General Information

CAS No. 622392-04-5
Cat. No. CS-W019448
Purity ≥96%
MDL No. MFCD08061602
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂BrIN₂
Molecular Weight 284.88
Synonym(s) Pyrazine, 2-bromo-5-iodo-
SMILES BrC1=CN=C(I)C=N1

Description

2-Bromo-5-iodopyrazine is a heteroaromatic dihalogenated pyrazine derivative featuring complementary reactivity at distinct ring positions. This bifunctional scaffold enables efficient cross-coupling transformations in synthetic organic chemistry, particularly in the construction of complex pharmaceutical intermediates and functional materials. The molecule's electron-deficient core supports robust palladium-catalyzed coupling processes under standard conditions.

Application

2-Bromo-5-iodopyrazine serves as a versatile dihalogenated pyrazine building block for cross-coupling reactions, enabling efficient access to substituted heterocycles. Its complementary halogen reactivity profile facilitates sequential Pd-catalyzed coupling processes, with the bromo group typically reacting first under standard conditions. The compound exhibits good bench stability and is readily purified by column chromatography, making it well-suited for synthetic workflows in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  59489-71-3
- ~71%
- In-stock
  
  622392-04-5
References
- PHARMACIA CORPORATION Patent: WO2004/811 A1, 2003 ; Location in patent: Page 197-198 ; WO 2004/000811 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 1.8437
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-iodopyrazine

CAS No. 622392-04-5

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