5-Bromo-3-chloropyrazin-2(1H)-one

Name: 5-Bromo-3-chloropyrazin-2(1H)-one
Brand: ChemScene
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CAS No. 21943-17-9
Cat. No. CS-0132952
Purity≥96%
MDL No.MFCD28369353

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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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5-Bromo-3-chloropyrazin-2(1H)-one|CS-0132952

Structure of 21943-17-9

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General Information

CAS No. 21943-17-9
Cat. No. CS-0132952
Purity ≥96%
MDL No. MFCD28369353
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂BrClN₂O
Molecular Weight 209.43
Synonym(s) 5-bromo-3-chloropyrazin-2-ol
SMILES O=C1C(Cl)=NC(Br)=CN1

Description

5-Bromo-3-chloropyrazin-2(1H)-one features a dual halogenated pyrazinone core, combining bromine at the 5-position and chlorine at the 3-position. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions, serving as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

5-Bromo-3-chloropyrazin-2(1H)-one serves as a versatile heterocyclic building block for medicinal chemistry and materials synthesis. The molecule enables selective cross-coupling reactions due to orthogonal halogen reactivity, with the bromo group typically undergoing palladium-catalyzed transformations while the chloro moiety remains inert under standard conditions. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for modular scaffold construction in API development and functionalized pyrazine derivatization.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 45.75
LogP 1.1858
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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5-Bromo-3-chloropyrazin-2(1H)-one

CAS No. 21943-17-9

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