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4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine

  • CAS No. 1186647-69-7

  • Cat. No. CS-0037242
  • Purity≥97%
  • MDL No.MFCD16877655

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

4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine|CS-0037242

Structure of 1186647-69-7

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General Information

  • CAS No. 1186647-69-7
  • Cat. No. CS-0037242
  • Purity ≥97%
  • MDL No. MFCD16877655
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃ClIN₃
  • Molecular Weight 279.47
  • Synonym(s) 4-chloro-3-iodo-2H-pyrazolo[4,3-c]pyridine
  • SMILES IC1=NNC2=C1C(Cl)=NC=C2

Description

This pyrazolopyridine scaffold integrates a chloro group at C4 and an iodine substituent at C3, delivering a strategically functionalized platform for transition-metal-catalyzed cross-coupling reactions. The electron-deficient heterocyclic core enables efficient diversification in medicinal chemistry and materials science applications.

Application

4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The orthogonal reactivity of the chloro and iodo groups enables sequential cross-coupling reactions under mild conditions, facilitating efficient diversification in medicinal chemistry campaigns. Bench-stable and compatible with standard Pd-catalyzed transformations, it functions as a key intermediate in the synthesis of complex pyrazolopyridine-based API candidates.

Synthesis

  • Route1

    References

    • MEDICAL RESEARCH COUNCIL TECHNOLOGY; GENENTECH INC.; CHAN, Bryan; CHEN, Huifen; ESTRADA, Anthony; SHORE, Daniel; SWEENEY, Zachary; McIVER, Edward Patent: WO2012/38743 A1, 2012 ; Location in patent: Page/Page column 82 ; WO 2012/038743 A1
  • Route2

    References

    • WO2012/38743 A1, ; WO 2012/038743 A1
  • Route3

    References

    • WO2012/38743 A1, ; WO 2012/038743 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   2.2159
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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