4-Bromo-2-chloro-3-methylpyridine

Name: 4-Bromo-2-chloro-3-methylpyridine
Brand: ChemScene
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CAS No. 128071-86-3
Cat. No. CS-W019252
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Bromo-2-chloro-3-methylpyridine|CS-W019252

Structure of 128071-86-3

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General Information

CAS No. 128071-86-3
Cat. No. CS-W019252
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) 4-Bromo-2-chloro-3-picoline
SMILES CC1=C(Br)C=CN=C1Cl

Description

4-Bromo-2-chloro-3-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 regioselectivity in electrophilic substitution and improves solubility in organic media. This bench-stable derivative serves as a key building block for bioactive heterocycles and advanced pharmaceutical intermediates.

Application

4-Bromo-2-chloro-3-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The methyl group provides a site for oxidation or functionalization, while the ortho-halogen pattern supports selective transformations. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  52200-48-3
- 74-88-4
- ~%
- In-stock
  
  128071-86-3
References
- Journal of Organometallic Chemistry, , vol. 382, # 3 p. 319 - 332

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-3-methylpyridine

CAS No. 128071-86-3

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