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

  • CAS No. 1082041-90-4

  • Cat. No. CS-0040204
  • Purity≥97%
  • MDL No.MFCD11007933

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

5-Bromo-4-chloro-1H-indazole|CS-0040204

Structure of 1082041-90-4

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General Information

  • CAS No. 1082041-90-4
  • Cat. No. CS-0040204
  • Purity ≥97%
  • MDL No. MFCD11007933
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrClN₂
  • Molecular Weight 231.48
  • Synonym(s) 1H-Indazole,5-bromo-4-chloro
  • SMILES ClC1=C(Br)C=CC2=C1C=NN2

Description

5-Bromo-4-chloro-1H-indazole is a halogenated indazole scaffold featuring complementary reactive sites for downstream functionalization. The bromine at the 5-position and chlorine at the 4-position enable selective cross-coupling reactions under palladium catalysis. This electron-deficient heterocycle serves as a robust building block in medicinal chemistry and materials science, offering enhanced stability and predictable reactivity profiles in synthetic workflows.

Application

5-Bromo-4-chloro-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo and chloro substituents offer orthogonal functionalization potential, facilitating sequential derivatization. Bench-stable and readily purified by crystallization, it functions effectively in the construction of complex heterocyclic scaffolds relevant to kinase inhibitor development and other bioactive molecule synthesis.

Synthesis

  • Route1

    References

    • US2012/71535 A1, ; Page/Page column 56-57 ;
  • Route2

    References

    • US2012/71535 A1, ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.9788
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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