2-Bromo-5-fluoro-4-methoxypyridine

Name: 2-Bromo-5-fluoro-4-methoxypyridine
Brand: ChemScene
Availability: InStock
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CAS No. 1256816-36-0
Cat. No. CS-0159009
Molecule weight206.01
Purity≥98%
MDL No.None

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2-Bromo-5-fluoro-4-methoxypyridine|CS-0159009

Structure of 1256816-36-0

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General Information

CAS No. 1256816-36-0
Cat. No. CS-0159009
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrFNO
Molecular Weight 206.01
Synonym(s) None
SMILES FC1=CN=C(Br)C=C1OC

Description

2-Bromo-5-fluoro-4-methoxypyridine features a pyridine core functionalized with bromo, fluoro, and methoxy groups at the 2, 5, and 4 positions, respectively. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling direct coupling reactions via the bromine site. The methoxy group enhances solubility and modulates electronic properties, while the fluorine imparts metabolic stability. This compound is bench-stable and compatible with palladium-catalyzed cross-coupling protocols under standard conditions.

Application

2-Bromo-5-fluoro-4-methoxypyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient C–C bond formation, while the fluorine and methoxy substituents provide strategic electronic tuning and metabolic stability. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds and API intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 22.12
LogP 1.9918
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-5-fluoro-4-methoxypyridine

CAS No. 1256816-36-0

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