2-chloro-4,6-dimethoxypyridine

CAS No. 108279-89-6
Cat. No. CS-0061961
Molecule weight173.60
Purity≥97%
MDL No.None

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2-chloro-4,6-dimethoxypyridine|CS-0061961

Structure of 108279-89-6

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General Information

CAS No. 108279-89-6
Cat. No. CS-0061961
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈ClNO₂
Molecular Weight 173.60
Synonym(s) Pyridine,2-chloro-4,6-dimethoxy-
SMILES COC1=CC(=NC(=C1)OC)Cl

Description

2-Chloro-4,6-dimethoxypyridine features a pyridine core bearing chlorine and two methoxy groups at the 2-, 4-, and 6-positions, creating a uniquely activated heterocyclic scaffold. This electronic configuration enables efficient coupling in cross-coupling reactions and facilitates nucleophilic substitution under mild conditions. The compound demonstrates enhanced stability and solubility in common organic solvents, making it well-suited for use in medicinal chemistry and process development workflows.

Application

2-Chloro-4,6-dimethoxypyridine serves as a versatile building block in medicinal chemistry, enabling efficient C–N and C–C bond formations via palladium-catalyzed cross-coupling. Its ortho-chloro functionality exhibits high reactivity in Suzuki, Stille, and Buchwald–Hartwig reactions, while the dimethoxy substituents enhance solubility and stabilize intermediates. The compound demonstrates excellent bench stability and is readily purified by column chromatography, making it ideal for scalable synthesis of heterocyclic scaffolds and API precursors.

Synthesis

Route1
- 67-56-1
- In-stock
  
  16063-69-7
- ~54%
- 91591-88-7
- 62616-14-2
- In-stock
  
  108279-89-6
References
- Chemical & Pharmaceutical Bulletin, , vol. 34, # 9 p. 3658 - 3671
Route2
- In-stock
  
  2402-78-0
- ~%
- In-stock
  
  108279-89-6
References
- Chemical & Pharmaceutical Bulletin, , vol. 34, # 9 p. 3658 - 3671
Route3
- 2587-00-0
- ~%
- In-stock
  
  108279-89-6
References
- Chemical & Pharmaceutical Bulletin, , vol. 34, # 9 p. 3658 - 3671

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 31.35
LogP 1.7522
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-chloro-4,6-dimethoxypyridine

CAS No. 108279-89-6

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