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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-4-methoxypyridine

  • CAS No. 17228-75-0

  • Cat. No. CS-W021523
  • Molecule weight178.02
  • Purity≥98%
  • MDL No.MFCD00955755

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

2,6-Dichloro-4-methoxypyridine|CS-W021523

Structure of 17228-75-0

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General Information

  • CAS No. 17228-75-0
  • Cat. No. CS-W021523
  • Purity ≥98%
  • MDL No. MFCD00955755
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Cl₂NO
  • Molecular Weight 178.02
  • Synonym(s) 4-Methoxy-2,6-dichloropyridine
  • SMILES COC1=CC(Cl)=NC(Cl)=C1

Description

2,6-Dichloro-4-methoxypyridine features a pyridine core functionalized with electron-withdrawing chlorine atoms at positions 2 and 6, paired with a methoxy group at C4. This arrangement imparts enhanced electrophilicity and stability, enabling efficient coupling in cross-coupling reactions. The molecule exhibits excellent bench-stability and compatibility with diverse reaction conditions.

Application

2,6-Dichloro-4-methoxypyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds. Its dichloro substitution pattern facilitates regioselective nucleophilic aromatic substitution, while the methoxy group offers orthogonal reactivity. The compound exhibits excellent bench stability and is compatible with standard coupling protocols, making it well-suited for modular synthesis of API intermediates and functionalized heterocycles.

Synthesis

  • Route1
    • null|null
      38608-87-6
    • ~38%
    • In-stock
      2,6-Dichloro-4-methoxypyridine|CS-W021523
      17228-75-0

    References

    • CHEMIZON (BEIJING), LTD.; XIAO, Dengming; ZHU, Li; WANG, Shixin; LIANG, Zhi; HU, Wei Patent: WO2010/145197 A1, 2010 ; Location in patent: Page/Page column 80-81 ; WO 2010/145197 A1
  • Route2
    • In-stock
      2,4,6-Trichloropyridine|CS-W002718
      16063-69-7
    • null|null
      124-41-4
    • ~67%
    • In-stock
      2,6-Dichloro-4-methoxypyridine|CS-W021523
      17228-75-0

    References

    • ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying Patent: WO2014/31784 A1, 2014 ; Location in patent: Paragraph 0672 ;
  • Route3

    References

    • US5624942 A1, ;

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   2.397
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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