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(1-Methyl-2-oxo-1,2-dihydropyridin-3-yl)boronic acid

  • CAS No. 1454558-46-3

  • Cat. No. CS-0080862
  • Molecule weight152.94
  • Purity≥95%
  • MDL No.MFCD23699496

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

(1-Methyl-2-oxo-1,2-dihydropyridin-3-yl)boronic acid|CS-0080862

Structure of 1454558-46-3

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General Information

  • CAS No. 1454558-46-3
  • Cat. No. CS-0080862
  • Purity ≥95%
  • MDL No. MFCD23699496
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈BNO₃
  • Molecular Weight 152.94
  • Synonym(s) None
  • SMILES O=C1C(B(O)O)=CC=CN1C

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura couplings, offering enhanced stability and solubility under standard conditions. The 1-methyl-2-oxo-1,2-dihydropyridin-3-yl scaffold provides a rigid, electron-deficient platform ideal for coupling with aryl halides, enabling efficient access to functionalized heterocycles in medicinal chemistry and materials synthesis.

Application

(1-Methyl-2-oxo-1,2-dihydropyridin-3-yl)boronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of functionalized pyridine derivatives. Its boronic acid moiety facilitates Suzuki-Miyaura coupling with high chemoselectivity and stability under ambient conditions. The 1-methyl-2-oxo substituent enhances solubility and reduces protodeboronation, offering improved bench stability and ease of purification. This reagent functions effectively in the synthesis of biologically relevant heterocyclic scaffolds and advanced intermediates for medicinal chemistry applications.

Safety Information

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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

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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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