2-Bromo-6-chloro-4-methylpyridine

Name: 2-Bromo-6-chloro-4-methylpyridine
Brand: ChemScene
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CAS No. 157329-89-0
Cat. No. CS-W018914
Molecule weight206.47
Purity≥98%
MDL No.MFCD09839268

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Bromo-6-chloro-4-methylpyridine|CS-W018914

Structure of 157329-89-0

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General Information

CAS No. 157329-89-0
Cat. No. CS-W018914
Purity ≥98%
MDL No. MFCD09839268
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) 2-Bromo-6-Chloro-4-Picoline
SMILES CC1=CC(Br)=NC(Cl)=C1

Description

2-Bromo-6-chloro-4-methylpyridine is a halogenated pyridine derivative featuring strategically positioned bromo, chloro, and methyl substituents. This configuration imparts enhanced reactivity in cross-coupling processes, enabling efficient integration into complex heterocyclic architectures. The compound exhibits excellent stability under standard conditions and serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

2-Bromo-6-chloro-4-methylpyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogenation pattern. The ortho-bromo and meta-chloro substituents provide selective reactivity for sequential functionalization, while the methyl group enhances electronic modulation and metabolic stability. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to complex heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  3678-62-4
- ~80%
- In-stock
  
  157329-89-0
References
- Kaminski, Thomas; Gros, Philippe; Fort, Yves European Journal of Organic Chemistry, 2003 , # 19 p. 3855 - 3860
Route2
- 108-89-4
- ~%
- In-stock
  
  157329-89-0
References
- European Journal of Organic Chemistry, , # 19 p. 3855 - 3860

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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2-Bromo-6-chloro-4-methylpyridine

CAS No. 157329-89-0

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