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CS-W001157 4
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4-Bromo-5-methyl-1H-indazole

  • CAS No. 926922-40-9

  • Cat. No. CS-0030619
  • Purity≥97%
  • MDL No.MFCD11044156

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

4-Bromo-5-methyl-1H-indazole|CS-0030619

Structure of 926922-40-9

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General Information

  • CAS No. 926922-40-9
  • Cat. No. CS-0030619
  • Purity ≥97%
  • MDL No. MFCD11044156
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂
  • Molecular Weight 211.06
  • Synonym(s) 4-bromo-5-methyl-indazole
  • SMILES CC1=C(Br)C2=C(NN=C2)C=C1

Description

4-Bromo-5-methyl-1H-indazole is a heterocyclic scaffold featuring bromine and methyl substituents at adjacent positions on the indazole core. This configuration imparts enhanced reactivity in cross-coupling transformations, enabling efficient functionalization under palladium catalysis. The molecule exhibits good stability under standard handling conditions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and bioactive small molecules.

Application

4-Bromo-5-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for C–C bond formation. Its bromine atom facilitates efficient functionalization, while the methyl group provides steric and electronic modulation. The indazole core offers inherent stability and compatibility with diverse reaction conditions, making it valuable for constructing bioactive heterocyclic scaffolds in API development.

Synthesis

  • Route1

    References

    • WO2007/21937 A2, ; Page/Page column 42-43 ;

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

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.63382
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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