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CS-W001157 4
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Pyrimidine-5-boronic acid pinacol ester

  • CAS No. 321724-19-0

  • Cat. No. CS-W019998
  • Purity≥98%
  • MDL No.MFCD05155223

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

Pyrimidine-5-boronic acid pinacol ester|CS-W019998

Structure of 321724-19-0

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General Information

  • CAS No. 321724-19-0
  • Cat. No. CS-W019998
  • Purity ≥98%
  • MDL No. MFCD05155223
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅BN₂O₂
  • Molecular Weight 206.05
  • Synonym(s) None
  • SMILES CC1(C)OB(C2=CN=CN=C2)OC1(C)C

Description

Pyrimidine-5-boronic acid pinacol ester delivers a stable, bench-ready boronate handle for cross-coupling reactions. This moisture-tolerant reagent integrates seamlessly into Suzuki-Miyaura protocols, enabling efficient C–C bond formation at the pyrimidine 5-position. The pinacol ester moiety enhances solubility and handling while maintaining high reactivity under standard conditions.

Application

Pyrimidine-5-boronic acid pinacol ester serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its robust boronate ester functionality enables efficient C–C bond formation with aryl and vinyl halides under mild conditions, facilitating the construction of complex pyrimidine-containing scaffolds. The pinacol protection enhances solubility and simplifies purification, making it ideal for medicinal chemistry campaigns and process-scale synthesis.

Synthesis

  • Route1

    References

    • WO2008/88881 A1, ; Page/Page column 38 ; WO 2008/088881 A1
  • Route2

    References

    • Larsen, Matthew A.; Hartwig, John F. Journal of the American Chemical Society, 2014 , vol. 136, # 11 p. 4287 - 4299

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   44.24
  • LogP   0.7758
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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