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CS-W001157 4
Total: USD 88.00

6-Bromo-4-methoxy-1H-indazole

  • CAS No. 885519-21-1

  • Cat. No. CS-0041911
  • Purity≥98%
  • MDL No.MFCD07781361

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

6-Bromo-4-methoxy-1H-indazole|CS-0041911

Structure of 885519-21-1

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General Information

  • CAS No. 885519-21-1
  • Cat. No. CS-0041911
  • Purity ≥98%
  • MDL No. MFCD07781361
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂O
  • Molecular Weight 227.06
  • Synonym(s) 6-Bromo-4-methoxyindazole
  • SMILES COC1=CC(Br)=CC2=C1C=NN2

Description

6-Bromo-4-methoxy-1H-indazole is a bench-stable heterocyclic building block featuring a bromine atom at the 6-position and a methoxy group at the 4-position, enabling straightforward functionalization via cross-coupling. This electron-deficient indazole scaffold integrates efficiently into pharmaceutical and agrochemical intermediates, offering enhanced solubility and reactivity in transition-metal-catalyzed transformations.

Application

6-Bromo-4-methoxy-1H-indazole serves as a versatile building block for medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The methoxy group enhances solubility and modulates electronic properties, while the indazole core provides a stable, heteroaromatic scaffold with proven utility in kinase inhibitor and bioactive molecule development. Bench-stable and amenable to standard purification techniques, it facilitates efficient synthesis of complex molecular architectures.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 23 p. 7100 - 7105
  • Route2

    References

    • EP2226315 A1, ; Page/Page column 66-67 ;
  • Route3
    • null|null
      461-96-1
    • ~%
    • In-stock
      6-Bromo-4-methoxy-1H-indazole|CS-0041911
      885519-21-1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 23 p. 7100 - 7105

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.91
  • LogP   2.334
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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