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CS-W001157 4
Total: USD 88.00

4-Bromo-1H-indazole-6-carboxylic acid

  • CAS No. 885523-43-3

  • Cat. No. CS-W003430
  • Purity≥97%
  • MDL No.MFCD07781800

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

4-Bromo-1H-indazole-6-carboxylic acid|CS-W003430

Structure of 885523-43-3

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General Information

  • CAS No. 885523-43-3
  • Cat. No. CS-W003430
  • Purity ≥97%
  • MDL No. MFCD07781800
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O₂
  • Molecular Weight 241.04
  • Synonym(s) None
  • SMILES OC(=O)c1cc(Br)c2c(c1)[nH]nc2

Description

4-Bromo-1H-indazole-6-carboxylic acid features a brominated indazole core with a carboxylic acid group at the 6-position, enabling direct coupling in medicinal chemistry applications. The electron-deficient aromatic system enhances reactivity in transition-metal-catalyzed transformations, while the bench-stable functionality supports reliable handling in synthetic workflows.

Application

4-Bromo-1H-indazole-6-carboxylic acid serves as a versatile building block for the synthesis of indazole-based pharmaceuticals and agrochemicals. The carboxylic acid group enables direct coupling reactions, while the bromine substituent facilitates palladium-catalyzed cross-couplings, including Suzuki-Miyaura and Buchwald-Hartwig transformations. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Brzozowski, Martin; O'Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M. Tetrahedron, 2014 , vol. 70, # 2 p. 318 - 326
  • Route2

    References

    • WO2011/38579 A1, ; WO 2011/038579 A1
  • Route3

    References

    • WO2011/38579 A1, ; WO 2011/038579 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   2.0236
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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