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CS-W001157 4
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2-Chloro-5-methoxypyridine

  • CAS No. 139585-48-1

  • Cat. No. CS-W005142
  • Purity≥98%
  • MDL No.MFCD06659513

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

2-Chloro-5-methoxypyridine|CS-W005142

Structure of 139585-48-1

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General Information

  • CAS No. 139585-48-1
  • Cat. No. CS-W005142
  • Purity ≥98%
  • MDL No. MFCD06659513
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClNO
  • Molecular Weight 143.57
  • Synonym(s) Pyridine, 2-chloro-5-methoxy- (9CI)
  • SMILES COC1=CN=C(Cl)C=C1

Description

2-Chloro-5-methoxypyridine is a bench-stable heterocyclic building block featuring a chlorine atom at the 2-position and a methoxy group at the 5-position of the pyridine ring. This electronic configuration enables selective cross-coupling reactions and facilitates downstream derivatization in medicinal chemistry and agrochemical synthesis.

Application

2-Chloro-5-methoxypyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic site at the 2-position. The methoxy group at C5 provides moderate electron donation and enhances solubility, while the chloropyridine core offers excellent stability under standard reaction conditions. Its compatibility with diverse nucleophiles facilitates the construction of complex heterocyclic scaffolds relevant to agrochemical and medicinal chemistry applications.

Synthesis

  • Route1
    • In-stock
      2-Chloro-5-hydroxypyridine|CS-D0979
      41288-96-4
    • null|null
      74-88-4
    • ~98%
    • In-stock
      2-Chloro-5-methoxypyridine|CS-W005142
      139585-48-1

    References

    • DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1698626 A1, 2006 ; Location in patent: Page/Page column 24 ;
  • Route2

    References

    • Luetzen, Arne; Hapke, Marko; Staats, Holger; Bunzen, Jens European Journal of Organic Chemistry, 2003 , # 20 p. 3948 - 3957
  • Route3
    • 2-(2,5-Dimethyl-1H-pyrrol-1-yl)-5-methoxypyridine|CS-0315723
      638352-78-0
    • ~%
    • In-stock
      2-Chloro-5-methoxypyridine|CS-W005142
      139585-48-1

    References

    • European Journal of Organic Chemistry, , # 20 p. 3948 - 3957

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   1.7436
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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