5-Bromo-4-methyl-3-nitropyridin-2(1H)-one

Name: 5-Bromo-4-methyl-3-nitropyridin-2(1H)-one
Brand: ChemScene
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CAS No. 228410-90-0
Cat. No. CS-M1657
Purity≥95%
MDL No.MFCD06659520

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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-methyl-3-nitropyridin-2(1H)-one|CS-M1657

Structure of 228410-90-0

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Description

5-Bromo-4-methyl-3-nitropyridin-2(1H)-one features a nitro group at C3 and a bromo substituent at C5, creating a highly electron-deficient pyridinone scaffold. This arrangement enables efficient coupling in transition-metal-catalyzed reactions, particularly Suzuki-Miyaura and Buchwald-Hartwig transformations. The methyl group at C4 enhances solubility while maintaining stability under standard reaction conditions. The compound serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

5-Bromo-4-methyl-3-nitropyridin-2(1H)-one serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridones via palladium-catalyzed cross-coupling reactions. Its bromo and nitro groups provide orthogonal reactivity for sequential functionalization, while the methyl and lactam functionalities offer stability and compatibility with common reaction conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and API development.

General Information

CAS No. 228410-90-0
Cat. No. CS-M1657
Purity ≥95%
MDL No. MFCD06659520
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₃
Molecular Weight 233.02
Synonym(s) 2-pyridinol, 5-bromo-4-methyl-3-nitro-
SMILES CC1=C([N+]([O-])=O)C(O)=NC=C1Br

Computational Chemistry Data

TPSA 76.26
LogP 1.76632
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-4-methyl-3-nitropyridin-2(1H)-one

CAS No. 228410-90-0

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