2-Bromo-4-chloro-5-methoxypyridine

CAS No. 1256810-64-6
Cat. No. CS-0131831
Molecule weight222.47
Purity≥98%
MDL No.MFCD18257593

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2-Bromo-4-chloro-5-methoxypyridine|CS-0131831

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General Information

CAS No. 1256810-64-6
Cat. No. CS-0131831
Purity ≥98%
MDL No. MFCD18257593
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClNO
Molecular Weight 222.47
Synonym(s) None
SMILES COC1=CN=C(Br)C=C1Cl

Description

2-Bromo-4-chloro-5-methoxypyridine features a pyridine core functionalized with bromo, chloro, and methoxy groups at strategic positions, enabling selective coupling reactions. The electron-deficient ring facilitates cross-coupling under palladium catalysis, while the methoxy group enhances solubility and modulates reactivity. This compound serves as a key building block in pharmaceutical synthesis and agrochemical development.

Application

2-Bromo-4-chloro-5-methoxypyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The methoxy group enhances solubility and modulates electronic properties, while the bromo and chloro substituents allow sequential functionalization under selective catalytic conditions. Its bench-stable, crystalline nature facilitates handling and purification in multi-step syntheses.

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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Computational Chemistry Data

TPSA 22.12
LogP 2.5061
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-4-chloro-5-methoxypyridine

CAS No. 1256810-64-6

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