6-Bromo-8-methoxy-imidazo[1,2-a]pyridine

Name: 6-Bromo-8-methoxy-imidazo[1,2-a]pyridine
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CAS No. 1427424-35-8
Cat. No. CS-0163112
Molecule weight227.06
Purity≥98%
MDL No.None

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6-Bromo-8-methoxy-imidazo[1,2-a]pyridine|CS-0163112

Structure of 1427424-35-8

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General Information

CAS No. 1427424-35-8
Cat. No. CS-0163112
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂O
Molecular Weight 227.06
Synonym(s) 6-Bromo-8-methoxyimidazo[1,2-a]pyridine
SMILES COC1=CC(Br)=CN2C1=NC=C2

Description

6-Bromo-8-methoxy-imidazo[1,2-a]pyridine features a fused heterocyclic core with distinct bromo and methoxy substituents enabling selective functionalization. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key building block for bioactive molecules in medicinal chemistry.

Application

6-Bromo-8-methoxy-imidazo[1,2-a]pyridine serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with high functional group tolerance. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the methoxy substituent enhances solubility and modulates electronic properties. This compound exhibits excellent bench stability and is readily purified by flash chromatography, making it ideal for iterative synthesis in medicinal chemistry and process development workflows.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 26.53
LogP 2.1054
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Bromo-8-methoxy-imidazo[1,2-a]pyridine

CAS No. 1427424-35-8

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