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3-Chloro-2-ethoxypyridine

  • CAS No. 177743-06-5

  • Cat. No. CS-0061644
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

3-Chloro-2-ethoxypyridine|CS-0061644

Structure of 177743-06-5

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General Information

  • CAS No. 177743-06-5
  • Cat. No. CS-0061644
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) Pyridine,3-chloro-2-ethoxy
  • SMILES CCOC1=C(C=CC=N1)Cl

Description

3-Chloro-2-ethoxypyridine features a pyridine core functionalized with chlorine at the 3-position and ethoxy at the 2-position, enabling selective coupling reactions. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates and agrochemical scaffolds under standard conditions. The ethoxy group enhances solubility and modulates reactivity in transition metal-catalyzed transformations.

Application

3-Chloro-2-ethoxypyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine functionality. The ethoxy group enhances solubility and modulates electronic properties, while the molecule exhibits bench stability and facilitates straightforward purification. It functions effectively in Suzuki-Miyaura, Negishi, and Buchwald-Hartwig coupling protocols, supporting efficient construction of biologically relevant scaffolds and functionalized pyridine derivatives.

Synthesis

  • Route1

    References

    • Connon, Stephen J.; Hegarty, Anthony F. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 8 p. 1245 - 1249

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   2.1337
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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