2-Bromo-5-chloro-3-methylpyrazine

Name: 2-Bromo-5-chloro-3-methylpyrazine
Brand: ChemScene
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CAS No. 1260664-82-1
Cat. No. CS-0186584
Molecule weight207.46
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2-Bromo-5-chloro-3-methylpyrazine|CS-0186584

Structure of 1260664-82-1

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General Information

CAS No. 1260664-82-1
Cat. No. CS-0186584
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) None
SMILES CC1=NC(=CN=C1Br)Cl

Description

2-Bromo-5-chloro-3-methylpyrazine features a triheterocyclic core with complementary halogen and methyl substituents, enabling selective cross-coupling reactions under mild conditions. The electron-deficient pyrazine ring enhances reactivity in palladium-catalyzed transformations, while the ortho-halogen arrangement facilitates regioselective functionalization. This bench-stable compound serves as a key building block for advanced heterocyclic architectures in medicinal chemistry and materials science.

Application

2-Bromo-5-chloro-3-methylpyrazine serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its dual halogenation pattern enables selective cross-coupling reactions, including Suzuki and Stille couplings, under mild conditions. The methyl group provides a handle for further functionalization, while the pyrazine core offers enhanced metabolic stability and favorable pharmacophore characteristics. Bench-stable and readily purified by flash chromatography, it facilitates efficient assembly of complex molecular architectures in multi-step syntheses.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 2.20092
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-chloro-3-methylpyrazine

CAS No. 1260664-82-1

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