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(5-Fluoro-2-oxo-1,2-dihydropyridin-4-yl)boronic acid

  • CAS No. 1427305-76-7

  • Cat. No. CS-0095036
  • Purity≥97%
  • MDL No.MFCD16611113

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

(5-Fluoro-2-oxo-1,2-dihydropyridin-4-yl)boronic acid|CS-0095036

Structure of 1427305-76-7

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General Information

  • CAS No. 1427305-76-7
  • Cat. No. CS-0095036
  • Purity ≥97%
  • MDL No. MFCD16611113
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BFNO₃
  • Molecular Weight 156.91
  • Synonym(s) 5-Fluoro-2-hydroxypyridine-4-boronic acid
  • SMILES OB(C(C(F)=CN1)=CC1=O)O

Description

This boronate moiety integrates a 5-fluoro-2-oxo-1,2-dihydropyridin-4-yl group, offering enhanced stability and compatibility in Suzuki-Miyaura couplings. The electron-deficient pyridinone core enables selective functionalization under mild conditions, while the bench-stable nature simplifies handling in synthetic workflows.

Application

(5-Fluoro-2-oxo-1,2-dihydropyridin-4-yl)boronic acid serves as a versatile building block for the synthesis of fluorinated heterocycles and bioactive molecules. Its boronic acid functionality enables efficient Suzuki-Miyaura cross-coupling reactions under mild conditions, while the 2-oxo-dihydropyridine core offers orthogonal reactivity for downstream transformations. The compound exhibits good bench stability, facilitates straightforward purification, and functions reliably in diverse synthetic workflows involving nitrogen-containing scaffolds.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   73.32
  • LogP   -1.8062
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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