4-Bromo-2-chloro-5-methylpyridine

Name: 4-Bromo-2-chloro-5-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 867279-13-8
Cat. No. CS-W006660
Purity≥97%
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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4-Bromo-2-chloro-5-methylpyridine|CS-W006660

Structure of 867279-13-8

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General Information

CAS No. 867279-13-8
Cat. No. CS-W006660
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) 2-chloro-4-Bromo-5-methylpyridine
SMILES CC1=CN=C(Cl)C=C1Br

Description

4-Bromo-2-chloro-5-methylpyridine features a halogenated pyridine core with complementary reactivity at the 4-bromo and 2-chloro positions, enabling selective cross-coupling. The methyl group enhances electron density at C5, improving stability under standard conditions. This scaffold integrates efficiently into pharmaceutical intermediates and functional materials via Pd-catalyzed transformations.

Application

4-Bromo-2-chloro-5-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The ortho-chloro and bromo substituents facilitate sequential functionalization, while the methyl group enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  79055-62-2
- ~%
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  867279-13-8
References
- WO2005/100342 A1, ; Page/Page column 24; 39-40 ; WO 2005/100342 A1

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 12.89
LogP 2.80592
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-2-chloro-5-methylpyridine

CAS No. 867279-13-8

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