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CS-W001157 4
Total: USD 88.00

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine

  • CAS No. 1160790-18-0

  • Cat. No. CS-W003940
  • Purity≥96%
  • MDL No.MFCD16659797

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

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine|CS-W003940

Structure of 1160790-18-0

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General Information

  • CAS No. 1160790-18-0
  • Cat. No. CS-W003940
  • Purity ≥96%
  • MDL No. MFCD16659797
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BN₃O₂
  • Molecular Weight 245.09
  • Synonym(s) [1,2,4]triazolo[1,5-a]pyridine-6-boronic acid pinacol ester
  • SMILES CC1(C)OB(OC1(C)C)c1ccc2n(c1)ncn2

Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine delivers a robust boronate handle tethered to a heteroaromatic scaffold. This stable, bench-ready reagent integrates seamlessly into Suzuki-Miyaura coupling protocols, enabling efficient C–C bond formation under mild conditions. The triazolopyridine core provides enhanced electronic compatibility and solubility across diverse reaction media.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane moiety enables efficient C–C bond formation under mild conditions, facilitating the construction of biaryl and heteroaryl architectures. The triazolopyridine core exhibits favorable functional group tolerance and bench stability, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2009/74812 A1, ; Page/Page column 36 ; WO 2009/074812 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

Quality Control

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Computational Chemistry Data

  • TPSA   48.65
  • LogP   1.0285
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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