Cas no 885519-08-4 (3-Bromo-5-fluoro-1H-indazole)

3-Bromo-5-fluoro-1H-indazole is a halogenated indazole derivative with significant utility in pharmaceutical and agrochemical research. Its bromo and fluoro substituents enhance reactivity, making it a valuable intermediate for Suzuki-Miyaura and other cross-coupling reactions. The compound’s structural features facilitate the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. Its high purity and stability under standard conditions ensure reliable performance in synthetic applications. Researchers favor this building block for its versatility in constructing complex heterocyclic frameworks, contributing to advancements in medicinal chemistry and material science. Proper handling under inert conditions is recommended due to its sensitivity to moisture and light.
3-Bromo-5-fluoro-1H-indazole structure
3-Bromo-5-fluoro-1H-indazole structure
Product Name:3-Bromo-5-fluoro-1H-indazole
CAS No:885519-08-4
MF:C7H4BrFN2
MW:215.022463798523
MDL:MFCD07781639
CID:840518
PubChem ID:24728238
Update Time:2025-05-23

3-Bromo-5-fluoro-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-fluoro-1H-indazole
    • 1H-INDAZOLE,3-BROMO-5-FLUORO-
    • 3-Bromo-5-fluoro (1H)indazole
    • 3-bromo-5-fluoro-2H-indazole
    • 1H-Indazole,3-bromo-5-fluoro
    • 3-bromanyl-5-fluoranyl-2H-indazole
    • 3-BROMO-5-FLUORO-INDAZOLE
    • 3-Bromo-5-fluoro(1H)indazole
    • SBB095048
    • MB04965
    • AB0038271
    • Y5630
    • AM20041317
    • A842689
    • 3-Bromo-5-fluoro-1H-indazole (ACI)
    • AKOS016003438
    • SY065365
    • 3-bromo-5-fluoro-2H-indazole;3-Bromo-5-fluoro-1H-indazole
    • J-512011
    • FT-0711784
    • 885519-08-4
    • SCHEMBL11904166
    • MFCD07781639
    • DTXSID70646292
    • PS-6710
    • MDL: MFCD07781639
    • Inchi: 1S/C7H4BrFN2/c8-7-5-3-4(9)1-2-6(5)10-11-7/h1-3H,(H,10,11)
    • InChI Key: YIZLRCNXHKTBBK-UHFFFAOYSA-N
    • SMILES: BrC1=C2C=C(C=CC2=NN1)F

Computed Properties

  • Exact Mass: 213.95400
  • Monoisotopic Mass: 213.95419g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 155
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 28.7
  • XLogP3: 2.7

Experimental Properties

  • Boiling Point: 337.2°C at 760 mmHg
  • PSA: 28.68000
  • LogP: 2.46450

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

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

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

Production Method 1

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide ;  16 h, rt
Reference
Metal-free selective mono-halodecarboxylation of heteroarenes under mild conditions
Henderson, Scott H. ; West, Ryan A. ; Ward, Simon E. ; Honey, Mark A., Royal Society Open Science, 2018, 5(6), 180333/1-180333/6

Production Method 2

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: 4,5,6,7-Tetrachloro-2′,4′,5′,7′-tetraiodofluorescein Solvents: Acetonitrile ;  1 h, 20 °C
Reference
Bromination of indazoles enhanced by organic-dye, visible-light photoredox catalysis
Hornbrook, Lauren F.; Reed, Connor D.; Lamar, Angus A., Tetrahedron, 2023, 142,

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

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

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