3-Bromo-5-methoxypyridine

Name: 3-Bromo-5-methoxypyridine
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CAS No. 50720-12-2
Cat. No. CS-W007427
Purity≥96%
MDL No.MFCD00234169

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Structure of 50720-12-2

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General Information

CAS No. 50720-12-2
Cat. No. CS-W007427
Purity ≥96%
MDL No. MFCD00234169
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO
Molecular Weight 188.02
Synonym(s) None
SMILES C1=C(C=NC=C1Br)OC

Description

3-Bromo-5-methoxypyridine features a pyridine core functionalized with a bromine atom at the 3-position and a methoxy group at the 5-position, enabling selective cross-coupling reactions. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates and advanced materials, offering enhanced reactivity in palladium-catalyzed transformations under standard conditions.

Application

3-Bromo-5-methoxypyridine serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The bromine and methoxy groups provide orthogonal functionalization sites, while the pyridine core offers enhanced stability and predictable reactivity under standard conditions. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient synthesis of complex heterocyclic scaffolds and functionalized aryl derivatives.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

TPSA 22.12
LogP 1.8527
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-5-methoxypyridine

CAS No. 50720-12-2

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