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CS-W001157 4
Total: USD 88.00

6-Fluoro-1H-pyrrolo[2,3-b]pyridine

  • CAS No. 898746-42-4

  • Cat. No. CS-D0706
  • Purity≥95%
  • MDL No.MFCD06659668

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

6-Fluoro-1H-pyrrolo[2,3-b]pyridine|CS-D0706

Structure of 898746-42-4

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General Information

  • CAS No. 898746-42-4
  • Cat. No. CS-D0706
  • Purity ≥95%
  • MDL No. MFCD06659668
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FN₂
  • Molecular Weight 136.13
  • Synonym(s) 1H-Pyrrolo[2,3-b]pyridine, 6-fluoro-
  • SMILES FC1=CC=C2C(NC=C2)=N1

Description

6-Fluoro-1H-pyrrolo[2,3-b]pyridine is a fluorinated heterocyclic scaffold featuring a pyrrolopyridine core with strategic electron-withdrawing fluorination. This bench-stable, moisture-tolerant compound integrates readily into medicinal chemistry libraries, serving as a key building block for kinase inhibitors and CNS-targeted therapeutics.

Application

6-Fluoro-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. Its fluorinated pyrrolopyridine core offers enhanced metabolic stability and modulated electronic properties, while maintaining bench-stable, crystalline characteristics suitable for scalable synthesis and purification.

Synthesis

  • Route1
    • 1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 6-fluoro-, ethyl ester|CS-0004587
      1001070-28-5
    • ~96%
    • In-stock
      6-Fluoro-1H-pyrrolo[2,3-b]pyridine|CS-D0706
      898746-42-4

    References

    • Stoit, Axel R.; den Hartog, Arnold P.; Mons, Harry; van Schaik, Sjoerd; Barkhuijsen, Nynke; Stroomer, Cees; Coolen, Hein K.A.C.; Reinders, Jan Hendrik; Adolfs, Tiny J.P.; van der Neut, Martina; Keizer, Hiskias; Kruse, Chris G. Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 1 p. 188 - 193
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 23 p. 6396 - 6400

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   1.702
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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