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CS-W001157 4
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2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

  • CAS No. 1204333-58-3

  • Cat. No. CS-0038557
  • Purity≥97%
  • MDL No.None

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

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0038557

Structure of 1204333-58-3

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General Information

  • CAS No. 1204333-58-3
  • Cat. No. CS-0038557
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄BF₂NO₂
  • Molecular Weight 241.04
  • Synonym(s) 2,6-Difluoropyridine-4-boronic acid, pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC(=NC(=C2)F)F)O1

Description

This boronate ester features a 2,6-difluoropyridine core that enhances reactivity in cross-coupling reactions. The tetramethylcyclopentadienyl boronate group enables efficient Suzuki-Miyaura coupling under standard conditions, offering high functional group tolerance and stability during storage and handling.

Application

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The difluoropyridine motif enables selective functionalization at the 4-position, while the stable, sterically protected boronate group facilitates efficient coupling with aryl and heteroaryl halides under mild conditions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED; ALDER, Catherine Mary; BALDWIN, Ian Robert; BARTON, Nicholas Paul; CAMPBELL, Amanda Jennifer; CHAMPIGNY, Aurelie Cecile; HARLING, John David; MAXWELL, Aoife Caitriona; SIMPSON, Juliet Kay; SMITH, Ian Edward David; TAME, Christopher John; WILSON, Caroline; WOOLVEN, James Michael Patent: WO2011/110575 A1, 2011 ; Location in patent: Page/Page column 74-75 ; WO 2011/110575 A1

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   31.35
  • LogP   1.659
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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