5-Bromo-4-chloro-1-methylpyridin-2(1H)-one

Name: 5-Bromo-4-chloro-1-methylpyridin-2(1H)-one
Brand: ChemScene
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CAS No. 1509933-98-5
Cat. No. CS-0490561
Molecule weight222.47
Purity≥97%
MDL No.MFCD31631688

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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-4-chloro-1-methylpyridin-2(1H)-one|CS-0490561

Structure of 1509933-98-5

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General Information

CAS No. 1509933-98-5
Cat. No. CS-0490561
Purity ≥97%
MDL No. MFCD31631688
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClNO
Molecular Weight 222.47
Synonym(s) None
SMILES CN1C(=O)C=C(Cl)C(Br)=C1

Description

5-Bromo-4-chloro-1-methylpyridin-2(1H)-one is a heterocyclic building block featuring orthogonal halogen handles and a methyl-substituted pyridinone core. This electron-deficient scaffold enables selective cross-coupling reactions under mild conditions, delivering functionalized pyridine derivatives with high regiocontrol. The molecule exhibits bench-stable handling characteristics and compatibility with diverse reaction media.

Application

5-Bromo-4-chloro-1-methylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling late-stage functionalization via palladium-catalyzed cross-coupling. The orthogonal halogenation pattern facilitates sequential transformations, while the 1-methylpyridin-2-one core provides a stable, electron-deficient heterocyclic scaffold compatible with diverse reaction conditions. Bench-stable and readily purified by recrystallization, it functions effectively in Suzuki, Negishi, and Buchwald–Hartwig coupling protocols.

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 22
LogP 1.8012
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-4-chloro-1-methylpyridin-2(1H)-one

CAS No. 1509933-98-5

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