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CS-W001157 4
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(1-Methyl-2-oxo-1,2-dihydropyridin-4-yl)boronic acid

  • CAS No. 1351413-50-7

  • Cat. No. CS-W005874
  • Purity≥95%
  • MDL No.MFCD22418629

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

(1-Methyl-2-oxo-1,2-dihydropyridin-4-yl)boronic acid|CS-W005874

Structure of 1351413-50-7

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General Information

  • CAS No. 1351413-50-7
  • Cat. No. CS-W005874
  • Purity ≥95%
  • MDL No. MFCD22418629
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈BNO₃
  • Molecular Weight 152.94
  • Synonym(s) B-(1,2-Dihydro-1-methyl-2-oxo-4-pyridinyl)boronic acid
  • SMILES O=C1C=C(B(O)O)C=CN1C

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, delivering stable, high-yielding transformations under standard conditions. The dihydropyridone scaffold enhances solubility and electronic tuning, enabling efficient functionalization of complex heterocycles in synthetic medicinal chemistry workflows.

Application

(1-Methyl-2-oxo-1,2-dihydropyridin-4-yl)boronic acid serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions with aryl and heteroaryl halides. Its stability under ambient conditions and compatibility with diverse functional groups facilitate efficient synthesis of pyridinone-containing scaffolds. The boronic acid moiety provides reliable coupling efficiency and ease of purification, making it well-suited for iterative library construction and lead optimization workflows.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TAN, Zhulin Patent: WO2011/149822 A1, 2011 ;

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   62.46
  • LogP   -1.9349
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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