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CS-W001157 4
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5-Fluorobenzofuran-2-carboxylic acid

  • CAS No. 89197-62-6

  • Cat. No. CS-0062578
  • Purity≥98%
  • MDL No.MFCD09038172

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

5-Fluorobenzofuran-2-carboxylic acid|CS-0062578

Structure of 89197-62-6

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General Information

  • CAS No. 89197-62-6
  • Cat. No. CS-0062578
  • Purity ≥98%
  • MDL No. MFCD09038172
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅FO₃
  • Molecular Weight 180.13
  • Synonym(s) 5-FLUORO-1-BENZOFURAN-2-CARBOXYLIC ACID
  • SMILES O=C(O)C1=CC2=CC(F)=CC=C2O1

Description

5-Fluorobenzofuran-2-carboxylic acid integrates a fluorinated benzofuran scaffold with a carboxylic acid handle, enabling direct functionalization in synthetic routes. The electron-deficient aromatic system enhances reactivity in coupling processes, while the bench-stable functionality supports efficient derivatization under standard conditions.

Application

5-Fluorobenzofuran-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via standard amide coupling and Suzuki-Miyaura cross-coupling reactions. The fluorinated benzofuran core provides enhanced metabolic stability and modulates electronic properties, while the carboxylic acid functionality facilitates straightforward derivatization and purification. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1

    References

    • Reckitt and Colman Products Limited Patent: US4411908 A1, 1983 ;
  • Route2

    References

    • Wang, Yuqiang; Li, Lianfa; Ye, Wenqing; Tian, Zhiming; Jiang, Wei; Wang, Hong; Wright, Susan C.; Larrick, James W. Journal of Medicinal Chemistry, 2003 , vol. 46, # 4 p. 634 - 637
  • Route3

    References

    • Chapleo, Christopher B.; Myers, Peter L.; Butler, Richard C. M.; Davis, John A.; Doxey, John C.; et al. Journal of Medicinal Chemistry, 1984 , vol. 27, # 5 p. 570 - 576

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   50.44
  • LogP   2.2701
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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