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4-Fluoro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

  • CAS No. 1260381-44-9

  • Cat. No. CS-0094708
  • Molecule weight161.14
  • Purity≥95%
  • MDL No.MFCD18380908

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

4-Fluoro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile|CS-0094708

Structure of 1260381-44-9

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General Information

  • CAS No. 1260381-44-9
  • Cat. No. CS-0094708
  • Purity ≥95%
  • MDL No. MFCD18380908
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄FN₃
  • Molecular Weight 161.14
  • Synonym(s) 5-Cyano-4-fluoro-7-azaindole
  • SMILES N#CC1=CN=C(NC=C2)C2=C1F

Description

4-Fluoro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile features a fused heterocyclic core with complementary electron-withdrawing groups: a fluorine atom at the 4-position and a nitrile group at the 5-position. This combination imparts enhanced electrophilicity and metabolic stability, enabling efficient coupling in cross-coupling reactions. The molecule exhibits favorable solubility in common organic solvents and maintains integrity under standard bench conditions. It serves as a key scaffold for developing bioactive compounds in medicinal chemistry.

Application

4-Fluoro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to fused pyrrole-pyridine scaffolds. The nitrile group facilitates downstream transformations such as amidation and reduction, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Bench-stable and compatible with standard coupling reactions, it functions effectively in Suzuki-Miyaura, Buchwald-Hartwig, and nucleophilic substitution protocols.

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   52.47
  • LogP   1.57368
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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