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CS-W001157 4
Total: USD 88.00

3-Chloro-2-iodopyridine

  • CAS No. 77332-89-9

  • Cat. No. CS-W021896
  • Molecule weight239.44
  • Purity≥98%
  • MDL No.MFCD09258810

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

3-Chloro-2-iodopyridine|CS-W021896

Structure of 77332-89-9

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General Information

  • CAS No. 77332-89-9
  • Cat. No. CS-W021896
  • Purity ≥98%
  • MDL No. MFCD09258810
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClIN
  • Molecular Weight 239.44
  • Synonym(s) 2-iodo-3-chloropyridine
  • SMILES ClC1=CC=CN=C1I

Description

3-Chloro-2-iodopyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The chlorine and iodine substituents enable sequential transformations under palladium catalysis, while the electron-deficient pyridine ring facilitates nucleophilic substitution. This bifunctional scaffold supports efficient synthesis of complex heterocycles in medicinal chemistry and materials science.

Application

3-Chloro-2-iodopyridine serves as a versatile building block in cross-coupling chemistry, enabling palladium-catalyzed transformations such as Suzuki, Stille, and Negishi reactions. The orthogonal reactivity of chlorine and iodine facilitates sequential functionalization, while the pyridine core provides a stable heterocyclic scaffold for medicinal chemistry applications. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • PFIZER LIMITED Patent: US2012/10183 A1, 2012 ; Location in patent: Page/Page column 52 ; US 20120010183 A1
  • Route2

    References

    • Takahashi, Tamotsu; Li, Yanzhong; Stepnicka, Petr; Kitamura, Masanori; Liu, Yanjun; Nakajima, Kiyohiko; Kotora, Martin Journal of the American Chemical Society, 2002 , vol. 124, # 4 p. 576 - 582
  • Route3

    References

    • Choppin, Sabine; Gros, Philippe; Fort, Yves European Journal of Organic Chemistry, 2001 , # 3 p. 603 - 606

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   12.89
  • LogP   2.3396
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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