2-Bromo-5-chloro-4-methoxypyridine

Name: 2-Bromo-5-chloro-4-methoxypyridine
Brand: ChemScene
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CAS No. 1211520-39-6
Cat. No. CS-0187853
Molecule weight222.47
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-5-chloro-4-methoxypyridine|CS-0187853

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General Information

CAS No. 1211520-39-6
Cat. No. CS-0187853
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClNO
Molecular Weight 222.47
Synonym(s) None
SMILES COC1=CC(Br)=NC=C1Cl

Description

2-Bromo-5-chloro-4-methoxypyridine features a pyridine core functionalized with bromo, chloro, and methoxy groups at the 2, 5, and 4 positions, respectively. This electron-deficient heterocycle serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, offering high reactivity in palladium-catalyzed cross-coupling reactions. The methoxy group enhances solubility and modulates electronic properties, while the halogen substituents enable selective derivatization under mild conditions.

Application

2-Bromo-5-chloro-4-methoxypyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro and methoxy functionalities offer complementary reactivity and stability under standard conditions. Its bench-stable nature and predictable regioselectivity make it ideal for constructing complex pyridine-based scaffolds in medicinal chemistry and agrochemical development.

Safety Information

Download SDS

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-5-chloro-4-methoxypyridine

CAS No. 1211520-39-6

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