4-Bromo-3-chloro-1-methylpyridin-2(1H)-one

Name: 4-Bromo-3-chloro-1-methylpyridin-2(1H)-one
Brand: ChemScene
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CAS No. 2172654-58-7
Cat. No. CS-0162927
Purity≥97%
MDL No.None

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4-Bromo-3-chloro-1-methylpyridin-2(1H)-one|CS-0162927

Structure of 2172654-58-7

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Description

4-Bromo-3-chloro-1-methylpyridin-2(1H)-one features a densely functionalized pyridinone core with orthogonal halogen handles and a methyl group at the 1-position. This scaffold enables selective cross-coupling reactions under palladium catalysis, delivering complex heterocyclic architectures. The electron-deficient ring system enhances reactivity in nucleophilic substitution processes, while the bench-stable nature ensures reliable handling in synthetic workflows.

Application

4-Bromo-3-chloro-1-methylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki and Buchwald–Hartwig transformations, while the chloro and methylpyridinone functionalities offer enhanced stability and compatibility with diverse functional groups. Its bench-stable nature and ease of purification make it ideal for multi-step synthesis of heterocyclic scaffolds and API intermediates.

General Information

CAS No. 2172654-58-7
Cat. No. CS-0162927
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClNO
Molecular Weight 222.47
Synonym(s) 4-Bromo-3-chloro-1-methyl-2(1H)-pyridinone
SMILES O=C1C(Cl)=C(Br)C=CN1C

Computational Chemistry Data

TPSA 22
LogP 1.8012
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-3-chloro-1-methylpyridin-2(1H)-one

CAS No. 2172654-58-7

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