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CS-W001157 4
Total: USD 88.00

5-Fluoro-7-azaindole

  • CAS No. 866319-00-8

  • Cat. No. CS-B0496
  • Purity≥95%
  • MDL No.MFCD06659678

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

5-Fluoro-7-azaindole|CS-B0496

Structure of 866319-00-8

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General Information

  • CAS No. 866319-00-8
  • Cat. No. CS-B0496
  • Purity ≥95%
  • MDL No. MFCD06659678
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FN₂
  • Molecular Weight None
  • Synonym(s) 5-Fluoro-1H-pyrrolo[2,3-b]pyridine
  • SMILES FC1=CN=C(NC=C2)C2=C1

Description

5-Fluoro-7-azaindole delivers a robust, electron-deficient heterocyclic scaffold ideal for medicinal chemistry and materials synthesis. This bench-stable compound integrates seamlessly into diverse molecular architectures, offering enhanced solubility and predictable reactivity in cross-coupling and cyclization processes.

Application

5-Fluoro-7-azaindole serves as a versatile heterocyclic building block in medicinal chemistry, offering enhanced solubility and metabolic stability compared to indole analogs. Its electron-deficient pyridine-like core facilitates palladium-catalyzed cross-coupling reactions, while the fluorine substituent enables strategic modulation of electronic properties and binding affinity. The compound exhibits good bench stability and compatibility with standard protecting group strategies, enabling efficient incorporation into complex molecular architectures.

Synthesis

  • Route1
    • 5-Fluoro-3-((trimethylsilyl)ethynyl)pyridin-2-amine|CS-0505801
      866319-01-9
    • ~%
    • In-stock
      5-Fluoro-7-azaindole|CS-B0496
      866319-00-8

    References

    • US2007/93480 A1, ; Page/Page column 45; 64-65 ;
  • Route2
    • 5-Fluoro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine|CS-0004153
      868387-37-5
    • ~%
    • In-stock
      5-Fluoro-7-azaindole|CS-B0496
      866319-00-8

    References

    • WO2005/103050 A2, ; Page/Page column 180-181 ; WO 2005/103050 A2
  • Route3
    • 3-Ethynyl-5-fluoropyridin-2-amine|CS-0051377
      936344-74-0
    • ~%
    • In-stock
      5-Fluoro-7-azaindole|CS-B0496
      866319-00-8
    • In-stock
      1-(2-Amino-5-fluoropyridin-3-yl)ethan-1-one|CS-0689984
      1211524-51-4

    References

    • WO2008/4117 A1, ; Page/Page column 106 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.702
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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