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CS-W001157 4
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3-Iodo-1H-pyrrolo[2,3-c]pyridine

  • CAS No. 956003-24-0

  • Cat. No. CS-0041505
  • Purity≥97%
  • MDL No.MFCD10699183

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

3-Iodo-1H-pyrrolo[2,3-c]pyridine|CS-0041505

Structure of 956003-24-0

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General Information

  • CAS No. 956003-24-0
  • Cat. No. CS-0041505
  • Purity ≥97%
  • MDL No. MFCD10699183
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IN₂
  • Molecular Weight 244.03
  • Synonym(s) 1H-Pyrrolo[2,3-c]pyridine, 3-iodo-
  • SMILES IC1=CNC2=C1C=CN=C2

Description

3-Iodo-1H-pyrrolo[2,3-c]pyridine features a fused heteroaromatic core with a reactive iodine handle at the 3-position, enabling efficient cross-coupling transformations. This bench-stable scaffold integrates readily into complex molecular architectures, offering high functional group tolerance and predictable reactivity in palladium-catalyzed processes.

Application

3-Iodo-1H-pyrrolo[2,3-c]pyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant scaffolds. The iodide moiety provides high reactivity in Suzuki, Stille, and Negishi couplings, while the fused pyrrolopyridine core offers structural rigidity and favorable electronic properties. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step sequences requiring functional group tolerance and predictable regiochemistry.

Synthesis

  • Route1

    References

    • Merkul, Eugen; Klukas, Fabian; Dorsch, Dieter; Graedler, Ulrich; Greiner, Hartmut E.; Mueller, Thomas J. J. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 14 p. 5129 - 5136

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-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   28.68
  • LogP   2.1675
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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