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CS-W001157 4
Total: USD 88.00

6-Chloro-4-iodopyridin-3-ol

  • CAS No. 877133-58-9

  • Cat. No. CS-0036225
  • Purity≥95%
  • MDL No.MFCD11977445

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

6-Chloro-4-iodopyridin-3-ol|CS-0036225

Structure of 877133-58-9

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General Information

  • CAS No. 877133-58-9
  • Cat. No. CS-0036225
  • Purity ≥95%
  • MDL No. MFCD11977445
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClINO
  • Molecular Weight None
  • Synonym(s) oro-4-iodopyridin-3-oL
  • SMILES C1=C(C(=CN=C1Cl)O)I

Description

6-Chloro-4-iodopyridin-3-ol features a pyridine core bearing chlorine at C6 and iodine at C4, with a phenolic hydroxyl group at C3. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions, particularly Suzuki-Miyaura and Buchwald-Hartwig processes. The ortho-halogen arrangement facilitates regioselective transformations, while the bench-stable hydroxyl group supports derivatization under mild conditions.

Application

6-Chloro-4-iodopyridin-3-ol serves as a versatile building block in the synthesis of functionalized pyridine derivatives. Its orthogonal halogenation pattern enables selective cross-coupling reactions, particularly Suzuki-Miyaura and Buchwald-Hartwig couplings, facilitating the construction of complex heterocyclic scaffolds. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 2-Chloro-4-iodo-5-(methoxymethoxy)pyridine|CS-0191566
      877133-57-8
    • ~10%
    • In-stock
      6-Chloro-4-iodopyridin-3-ol|CS-0036225
      877133-58-9

    References

    • ELI LILLY AND COMPANY Patent: WO2008/144222 A2, 2008 ; Location in patent: Page/Page column 25 ;
  • Route2

    References

    • NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; MAH, Robert; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea Patent: WO2013/80141 A1, 2013 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H303-H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   2.0452
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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