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CS-W001157 4
Total: USD 88.00

3-Bromo-1H-pyrazolo[3,4-c]pyridine

  • CAS No. 76006-13-8

  • Cat. No. CS-0006103
  • Purity≥96%
  • MDL No.MFCD08234919

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

3-Bromo-1H-pyrazolo[3,4-c]pyridine|CS-0006103

Structure of 76006-13-8

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General Information

  • CAS No. 76006-13-8
  • Cat. No. CS-0006103
  • Purity ≥96%
  • MDL No. MFCD08234919
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrN₃
  • Molecular Weight 198.02
  • Synonym(s) 6-Aza-3-bromo-1H-indazole
  • SMILES BrC1=NNC2=C1C=CN=C2

Description

3-Bromo-1H-pyrazolo[3,4-c]pyridine features a fused heterocyclic core with a bromine substituent at the 3-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold integrates readily into bioactive molecule synthesis, offering enhanced stability and predictable reactivity under standard conditions.

Application

3-Bromo-1H-pyrazolo[3,4-c]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. The bromine substituent enables efficient palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and aryl-substituted scaffolds. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for modular synthesis workflows in API development and advanced material design.

Synthesis

  • Route1

    References

    • Milhavet; Bernal; Gueiffier; Contastin; Chapat; Teulade; Carpy; Grassy Archiv der Pharmazie, 1989 , vol. 322, # 12 p. 885 - 887
  • Route2
    • null|null
      76006-18-3
    • ~96%
    • In-stock
      3-Bromo-1H-pyrazolo[3,4-c]pyridine|CS-0006103
      76006-13-8

    References

    • Chapman, David; Hurst, Jim Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2398 - 2404
  • Route3
    • 3-Nitro-2H-pyrazolo[3,4-c]pyridine|CS-0466372
      76006-15-0
    • ~%
    • In-stock
      3-Bromo-1H-pyrazolo[3,4-c]pyridine|CS-0006103
      76006-13-8

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 2398 - 2404

Safety Information

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

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   1.7204
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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