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3-Bromo-5-fluoro-1H-indazole

  • CAS No. 885519-08-4

  • Cat. No. CS-0042111
  • Purity≥98%
  • MDL No.MFCD07781639

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

3-Bromo-5-fluoro-1H-indazole|CS-0042111

Structure of 885519-08-4

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General Information

  • CAS No. 885519-08-4
  • Cat. No. CS-0042111
  • Purity ≥98%
  • MDL No. MFCD07781639
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrFN₂
  • Molecular Weight 215.02
  • Synonym(s) 3-BROMO-5-FLUORO (1H)INDAZOLE
  • SMILES FC1=CC2=C(NN=C2Br)C=C1

Description

3-Bromo-5-fluoro-1H-indazole is a halogenated heterocyclic scaffold featuring complementary reactive sites for cross-coupling and functionalization. The bromine at the 3-position enables palladium-catalyzed transformations, while the fluorine at the 5-position enhances metabolic stability and modulates electronic properties. This dual functionality supports rapid diversification in medicinal chemistry and materials synthesis.

Application

3-Bromo-5-fluoro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluoro substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing complex scaffolds in API development.

Safety Information

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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   2.4645
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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