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CS-W001157 4
Total: USD 88.00

Pyridine-4-boronic acid pinacol ester

  • CAS No. 181219-01-2

  • Cat. No. CS-W002770
  • Purity≥95%
  • MDL No.MFCD01319051

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

Pyridine-4-boronic acid pinacol ester|CS-W002770

Structure of 181219-01-2

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General Information

  • CAS No. 181219-01-2
  • Cat. No. CS-W002770
  • Purity ≥95%
  • MDL No. MFCD01319051
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BNO₂
  • Molecular Weight 205.07
  • Synonym(s) Pyridine-4-Boronic Acid, Pinacol Ester
  • SMILES CC1(C)OB(OC1(C)C)C2=CC=NC=C2

Description

Pyridine-4-boronic acid pinacol ester delivers a stable, bench-ready boronate handle for cross-coupling reactions. The pinacol ester protects the boronic acid functionality, enhancing shelf life and compatibility with diverse reaction conditions. This derivative integrates seamlessly into Suzuki-Miyaura coupling workflows, enabling efficient C–C bond formation under mild catalytic conditions.

Application

Pyridine-4-boronic acid pinacol ester serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its pinacol boronate ester functionality enables excellent functional group tolerance and compatibility with diverse aryl, heteroaryl, and vinyl partners. The compound facilitates efficient C–C bond formation under mild conditions, making it well-suited for the construction of biaryl and heterobiaryl scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Journal of Alloys and Compounds, , vol. 555, p. 22 - 27
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 136, # 11 p. 4287 - 4299
  • Route3

    References

    • Tetrahedron Letters, , vol. 46, # 28 p. 4737 - 4740

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   1.3808
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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