2-Bromo-5-methylpyrazine

Name: 2-Bromo-5-methylpyrazine
Brand: ChemScene
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CAS No. 98006-90-7
Cat. No. CS-0051991
Purity≥96%
MDL No.MFCD08705754

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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. 98006-90-7
Cat. No. CS-0051991
Purity ≥96%
MDL No. MFCD08705754
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂
Molecular Weight 173.01
Synonym(s) 2-bromo-5-methyl-pyrazine
SMILES CC1=CN=C(Br)C=N1

Description

2-Bromo-5-methylpyrazine is a heterocyclic bromide featuring a pyrazine core with strategic substitution at the 2- and 5-positions. This configuration imparts enhanced reactivity in cross-coupling processes, enabling efficient integration into complex molecular architectures. The methyl group provides steric and electronic modulation, while the bromine atom serves as a reliable coupling handle under palladium catalysis. This compound exhibits excellent stability under standard bench conditions, facilitating straightforward handling and incorporation into synthetic workflows.

Application

2-Bromo-5-methylpyrazine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions to construct biaryl and alkylated pyrazine derivatives. The bromine atom facilitates efficient functionalization under standard Suzuki, Stille, or Negishi conditions, while the methyl group provides moderate electron-donating character and enhances solubility. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 1.54752
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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2-Bromo-5-methylpyrazine

CAS No. 98006-90-7

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