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(5-Fluoro-6-oxo-1,6-dihydropyridin-3-yl)boronic acid

  • CAS No. 1141886-36-3

  • Cat. No. CS-0144775
  • Purity≥95%
  • MDL No.MFCD18384925

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

(5-Fluoro-6-oxo-1,6-dihydropyridin-3-yl)boronic acid|CS-0144775

Structure of 1141886-36-3

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General Information

  • CAS No. 1141886-36-3
  • Cat. No. CS-0144775
  • Purity ≥95%
  • MDL No. MFCD18384925
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BFNO₃
  • Molecular Weight 156.91
  • Synonym(s) (5-Fluoro-6-hydroxypyridin-3-yl)boronic acid
  • SMILES O=C1C(F)=CC(B(O)O)=CN1

Description

This boronate moiety integrates a 5-fluoro-6-oxo-1,6-dihydropyridin-3-yl scaffold, offering enhanced stability and compatibility in cross-coupling reactions. The electron-deficient pyridine core facilitates efficient palladium-catalyzed transformations, while the bench-stable boronic acid functionality enables straightforward handling under standard conditions.

Application

(5-Fluoro-6-oxo-1,6-dihydropyridin-3-yl)boronic acid serves as a versatile building block for the synthesis of fluorinated pyridine derivatives. Its boronic acid functionality enables palladium-catalyzed cross-coupling reactions with aryl, vinyl, and heteroaryl halides under mild conditions. The 6-oxo group provides a site for selective functionalization, while the 5-fluoro substituent enhances electrophilicity and facilitates downstream transformations. The compound exhibits good bench stability and is compatible with common protecting groups, making it valuable in medicinal chemistry and process development workflows.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-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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