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CS-W001157 4
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B-(2-Chloro-5-fluoro-4-pyridinyl)boronic acid

  • CAS No. 951677-47-7

  • Cat. No. CS-0040197
  • Molecule weight175.35
  • Purity≥98%
  • MDL No.MFCD04972404

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

B-(2-Chloro-5-fluoro-4-pyridinyl)boronic acid|CS-0040197

Structure of 951677-47-7

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General Information

  • CAS No. 951677-47-7
  • Cat. No. CS-0040197
  • Purity ≥98%
  • MDL No. MFCD04972404
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BClFNO₂
  • Molecular Weight 175.35
  • Synonym(s) boronic acid, B-(2-chloro-5-fluoro-4-pyridinyl)-
  • SMILES FC1=CN=C(Cl)C=C1B(O)O

Description

2-Chloro-5-fluoropyridine-4-boronic acid features a pyridine core bearing strategically positioned halogen and boronic acid functionalities. This combination enables direct coupling in Suzuki-Miyaura reactions without requiring prior functionalization. The electron-deficient heterocycle enhances reactivity, while the boronic acid group offers stability under standard handling conditions. Ideal for constructing complex fluorinated heterocycles in medicinal chemistry and materials science applications.

Application

2-Chloro-5-fluoropyridine-4-boronic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of substituted pyridine scaffolds. Its ortho-halogen and boronic acid functionalities permit sequential functionalization, while the fluorine substituent enhances metabolic stability in medicinal chemistry applications. The compound exhibits good bench stability and is compatible with standard Suzuki-Miyaura coupling conditions, facilitating rapid access to complex heterocyclic architectures.

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-H332-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   53.35
  • LogP   -0.4461
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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