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CS-W001157 4
Total: USD 88.00

5-Bromo-3-iodo-1h-pyrazolo[3,4-b]pyridine

  • CAS No. 875781-18-3

  • Cat. No. CS-W003677
  • Purity≥98%
  • MDL No.MFCD09878697

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

5-Bromo-3-iodo-1h-pyrazolo[3,4-b]pyridine|CS-W003677

Structure of 875781-18-3

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General Information

  • CAS No. 875781-18-3
  • Cat. No. CS-W003677
  • Purity ≥98%
  • MDL No. MFCD09878697
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrIN₃
  • Molecular Weight 323.92
  • Synonym(s) 5-bromo-3-iodo-1H-pyrazolo[5,4-b]pyridine
  • SMILES Brc1cnc2c(c1)c(I)n[nH]2

Description

5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine features a dual halogenated pyrazolopyridine core enabling efficient cross-coupling transformations. The electron-deficient heterocycle supports palladium-catalyzed reactions with minimal side-product formation. This bench-stable scaffold integrates readily into complex molecular architectures for medicinal chemistry and materials applications.

Application

5-Bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine serves as a versatile bifunctional building block for the synthesis of complex heterocyclic scaffolds. Its complementary halogenation pattern enables sequential cross-coupling reactions, facilitating efficient access to biaryl and fused polycyclic systems. The molecule exhibits excellent bench stability and compatibility with palladium-catalyzed coupling protocols, making it ideal for medicinal chemistry campaigns requiring modular diversification.

Synthesis

  • Route1

    References

    • EISAI R andamp; D MANAGEMENT CO. LTD; GRACZYK, Piotr; BHATIA, Gurpreet, Singh Patent: WO2010/15803 A1, 2010 ; Location in patent: Page/Page column 43 ; WO 2010/015803 A1
  • Route2

    References

    • JANSSEN PHARMACEUTICA, N.V. Patent: WO2006/130673 A1, 2006 ; Location in patent: Page/Page column 86 ; WO 2006/130673 A1
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 5 p. 1243 - 1245

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   2.325
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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