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CS-W001157 4
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4-Chloro-2-iodopyridin-3-ol

  • CAS No. 188057-56-9

  • Cat. No. CS-0514733
  • Molecule weight255.44
  • Purity≥98%
  • MDL No.MFCD12922726

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

4-Chloro-2-iodopyridin-3-ol|CS-0514733

Structure of 188057-56-9

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General Information

  • CAS No. 188057-56-9
  • Cat. No. CS-0514733
  • Purity ≥98%
  • MDL No. MFCD12922726
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClINO
  • Molecular Weight 255.44
  • Synonym(s) None
  • SMILES OC1=C(Cl)C=CN=C1I

Description

4-Chloro-2-iodopyridin-3-ol features a halogenated pyridinol scaffold with complementary reactivity at the 2- and 4-positions. This bench-stable compound enables direct coupling strategies in cross-coupling reactions, particularly in late-stage functionalization of heterocyclic architectures. The electron-deficient pyridine ring enhances regioselective metal-catalyzed transformations, while the iodide serves as a high-efficiency handle for palladium-mediated bond formation.

Application

4-Chloro-2-iodopyridin-3-ol serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biaryl and heterocyclic scaffolds. The iodo group facilitates palladium-catalyzed coupling reactions with broad functional group tolerance, while the chloro and hydroxyl substituents provide orthogonal reactivity for sequential transformations. This compound exhibits good bench stability and is readily purified by crystallization, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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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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