3-Bromo-6-nitroimidazo[1,2-a]pyridine

Name: 3-Bromo-6-nitroimidazo[1,2-a]pyridine
Brand: ChemScene
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CAS No. 52310-42-6
Cat. No. CS-0036201
Purity≥98%
MDL No.None

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3-Bromo-6-nitroimidazo[1,2-a]pyridine|CS-0036201

Structure of 52310-42-6

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Description

3-Bromo-6-nitroimidazo[1,2-a]pyridine features a fused heterocyclic core with complementary electron-deficient and halogenated functionalities. This scaffold enables direct coupling in cross-coupling reactions and serves as a key intermediate for bioactive compound synthesis. The nitro group enhances reactivity, while the bromide facilitates palladium-catalyzed transformations under standard conditions.

Application

3-Bromo-6-nitroimidazo[1,2-a]pyridine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its bromo group. The nitro functionality provides a handle for selective reduction and further derivatization, while the imidazo[1,2-a]pyridine core offers structural rigidity and favorable pharmacophoric properties relevant to medicinal chemistry. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for iterative synthetic campaigns in drug discovery.

General Information

CAS No. 52310-42-6
Cat. No. CS-0036201
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrN₃O₂
Molecular Weight 242.03
Synonym(s) bromonitroimidazopyridine
SMILES C1=CC2=NC=C(Br)N2C=C1[N+](=O)[O-]

Computational Chemistry Data

TPSA 60.44
LogP 2.005
H_Acceptors 4
H_Donors 0
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 Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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3-Bromo-6-nitroimidazo[1,2-a]pyridine

CAS No. 52310-42-6

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