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CS-W001157 4
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(6-Ethoxypyridin-3-yl)boronic acid

  • CAS No. 612845-44-0

  • Cat. No. CS-W017852
  • Purity≥98%
  • MDL No.MFCD06201032

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

(6-Ethoxypyridin-3-yl)boronic acid|CS-W017852

Structure of 612845-44-0

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General Information

  • CAS No. 612845-44-0
  • Cat. No. CS-W017852
  • Purity ≥98%
  • MDL No. MFCD06201032
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀BNO₃
  • Molecular Weight 166.97
  • Synonym(s) boronic acid, B-(6-ethoxy-3-pyridinyl)-
  • SMILES C(C)OC1=NC=C(C=C1)B(O)O

Description

This boronate moiety features a pyridine-3-yl scaffold with an ethoxy group at the 6-position, delivering enhanced solubility and stability under standard conditions. It integrates efficiently into Suzuki-Miyaura cross-coupling reactions, enabling rapid access to functionalized heteroaryl architectures in medicinal chemistry and materials synthesis.

Application

(6-Ethoxypyridin-3-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its pyridine scaffold offers enhanced solubility and stability compared to related arylboronates, while the ethoxy group provides a handle for further functionalization. The boronic acid moiety exhibits excellent compatibility with diverse reaction partners, facilitating the synthesis of biaryl systems and heterocyclic scaffolds commonly found in pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Parry, Paul R.; Bryce, Martin R.; Tarbit, Brian Synthesis, 2003 , # 7 p. 1035 - 1038

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   62.58
  • LogP   -0.8399
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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