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CS-W001157 4
Total: USD 88.00

(2-tert-Butoxypyridin-3-yl)boronic acid

  • CAS No. 1245898-82-1

  • Cat. No. CS-0028780
  • Purity≥95%
  • MDL No.MFCD26397235

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

(2-tert-Butoxypyridin-3-yl)boronic acid|CS-0028780

Structure of 1245898-82-1

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General Information

  • CAS No. 1245898-82-1
  • Cat. No. CS-0028780
  • Purity ≥95%
  • MDL No. MFCD26397235
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄BNO₃
  • Molecular Weight 195.02
  • Synonym(s) 2-(tert-Butoxy)pyridine-3-boronicacid
  • SMILES CC(C)(C)OC1=NC=CC=C1B(O)O

Description

This boronate moiety features a pyridine-3-yl scaffold with a tert-butoxy group at the 2-position, delivering enhanced stability and solubility in organic media. The electron-deficient ring facilitates efficient Suzuki-Miyaura coupling under mild conditions, enabling rapid access to functionalized heteroaryl architectures in medicinal chemistry and materials synthesis.

Application

(2-tert-Butoxypyridin-3-yl)boronic acid serves as a stable, bench-friendly building block for Suzuki-Miyaura cross-coupling reactions. Its pyridine-bearing boronic acid functionality enables efficient late-stage diversification in heterocyclic synthesis, with the tert-butoxy group enhancing solubility and minimizing protodeboronation. The compound exhibits robust functional group tolerance and facilitates direct access to substituted pyridine scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • WO2010/111436 A2, ; Page/Page column 80 ; WO 2010/111436 A2

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

Quality Control

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Computational Chemistry Data

  • TPSA   62.58
  • LogP   -0.0613
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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