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CS-W001157 4
Total: USD 88.00

3-Chloro-5-methoxypyridine

  • CAS No. 95881-83-7

  • Cat. No. CS-0150246
  • Purity≥97%
  • MDL No.MFCD09910244

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

3-Chloro-5-methoxypyridine|CS-0150246

Structure of 95881-83-7

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General Information

  • CAS No. 95881-83-7
  • Cat. No. CS-0150246
  • Purity ≥97%
  • MDL No. MFCD09910244
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClNO
  • Molecular Weight 143.57
  • Synonym(s) 3-Chloro-5-methoxypyriidine
  • SMILES COC1=CN=CC(=C1)Cl

Description

3-Chloro-5-methoxypyridine features a pyridine core with complementary electron-withdrawing chlorine and electron-donating methoxy substituents, enabling selective functionalization in cross-coupling reactions. This ortho-directing combination enhances regiocontrol in palladium-catalyzed transformations, delivering complex heterocyclic architectures under standard conditions.

Application

3-Chloro-5-methoxypyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine functionality. The methoxy group enhances solubility and modulates electronic properties, while the molecule exhibits excellent bench stability and compatibility with diverse functional groups. Its predictable reactivity facilitates efficient synthesis of substituted heterocycles and advanced intermediates for API development.

Synthesis

  • Route1
    • 3,5-Dichloropyridine Etoricoxib  Impurity|CS-0229442
      2457-47-8
    • null|null
      124-41-4
    • ~84%
    • In-stock
      3-Chloro-5-methoxypyridine|CS-0150246
      95881-83-7

    References

    • Tiecco, Marcello Bulletin des Societes Chimiques Belges, 1986 , vol. 95, # 11 p. 1009 - 1020
  • Route2
    • null|null
      67-56-1
    • 3,5-Dichloropyridine Etoricoxib  Impurity|CS-0229442
      2457-47-8
    • ~81%
    • In-stock
      3-Chloro-5-methoxypyridine|CS-0150246
      95881-83-7

    References

    • Paul Krapcho; Gallagher, Cynthia E.; Hammach, Abdelhakim; Hacker, Miles P.; Menta, Ernesto; Oliva, Ambrogio; Domenico, Roberto Di; Re, Giovanni Da; Lotto, Andrea; Spinelli, Silvano Journal of Heterocyclic Chemistry, 1998 , vol. 35, # 4 p. 895 - 906
  • Route3
    • null|null
      186581-53-3
    • In-stock
      5-Chloro-3-hydroxypyridine|CS-W011114
      74115-12-1
    • ~%
    • In-stock
      3-Chloro-5-methoxypyridine|CS-0150246
      95881-83-7

    References

    • Heterocycles, , vol. 50, # 2 p. 843 - 851

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

Quality Control

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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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