3-Bromo-6-methyl-5-nitro-1H-pyridin-2-one

Name: 3-Bromo-6-methyl-5-nitro-1H-pyridin-2-one
Brand: ChemScene
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CAS No. 874493-25-1
Cat. No. CS-0037558
Purity≥98%
MDL No.None

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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+
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3-Bromo-6-methyl-5-nitro-1H-pyridin-2-one|CS-0037558

Structure of 874493-25-1

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Description

3-Bromo-6-methyl-5-nitro-1H-pyridin-2-one is a heterocyclic building block featuring a bromine at C3, a methyl group at C6, and a nitro substituent at C5 on the pyridin-2-one core. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and supports derivatization under mild conditions. The molecule exhibits bench-stable handling characteristics and integrates readily into synthetic sequences targeting bioactive compounds.

Application

3-Bromo-6-methyl-5-nitro-1H-pyridin-2-one serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromo functionality. The nitro group enhances electrophilicity at C5, facilitating nucleophilic substitution and subsequent transformations. Its methyl substituent provides steric and electronic modulation, while the pyridin-2-one core offers stability and compatibility with diverse reaction conditions. Ideal for medicinal chemistry applications requiring functionalized pyridone scaffolds.

General Information

CAS No. 874493-25-1
Cat. No. CS-0037558
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₃
Molecular Weight 233.02
Synonym(s) 3-Bromo-6-methyl-5-nitropyridin-2-ol
SMILES CC1=NC(=C(C=C1[N+](=O)[O-])Br)O

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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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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3-Bromo-6-methyl-5-nitro-1H-pyridin-2-one

CAS No. 874493-25-1

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