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CS-W001157 4
Total: USD 88.00

(2-Methoxypyrimidin-5-yl)boronic acid

  • CAS No. 628692-15-9

  • Cat. No. CS-W004698
  • Purity≥98%
  • MDL No.MFCD03094664

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

(2-Methoxypyrimidin-5-yl)boronic acid|CS-W004698

Structure of 628692-15-9

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General Information

  • CAS No. 628692-15-9
  • Cat. No. CS-W004698
  • Purity ≥98%
  • MDL No. MFCD03094664
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇BN₂O₃
  • Molecular Weight 153.93
  • Synonym(s) None
  • SMILES OB(C1=CN=C(OC)N=C1)O

Description

This boronate moiety integrates readily into Suzuki-Miyaura couplings, offering enhanced solubility and stability under standard conditions. The methoxy group imparts electron-donating character, improving reactivity in palladium-catalyzed cross-coupling processes.

Application

(2-Methoxypyrimidin-5-yl)boronic acid serves as a versatile building block in cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its pyrimidine core provides enhanced stability and solubility, while the methoxy group improves functional group tolerance and facilitates downstream derivatization. The boronic acid moiety enables reliable Suzuki-Miyaura coupling with aryl and heteroaryl halides, making it particularly valuable for constructing biologically relevant scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Organic and Biomolecular Chemistry, , vol. 2, # 6 p. 852 - 857

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-H319
Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P330-P337+P313-P501

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Computational Chemistry Data

  • TPSA   75.47
  • LogP   -1.835
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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