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1,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

  • CAS No. 1425045-01-7

  • Cat. No. CS-0136878
  • Purity≥97%
  • MDL No.MFCD16996317

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

1,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one|CS-0136878

Structure of 1425045-01-7

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General Information

  • CAS No. 1425045-01-7
  • Cat. No. CS-0136878
  • Purity ≥97%
  • MDL No. MFCD16996317
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₃
  • Molecular Weight 249.11
  • Synonym(s) 1,3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one
  • SMILES O=C1N(C=C(C=C1C)B2OC(C)(C(C)(O2)C)C)C

Description

This boronate-functionalized pyridone integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, offering high stability and compatibility with diverse reaction environments. The tetramethylcyclopentadienylboronate moiety enables efficient cross-coupling while maintaining bench-stable handling characteristics.

Application

1,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one serves as a stable, bench-friendly boronate building block for palladium-catalyzed cross-coupling reactions. Its pyridinone core enables orthogonal reactivity in complex molecule synthesis, while the tetramethylboronate group facilitates efficient Suzuki-Miyaura coupling under mild conditions. The compound exhibits excellent functional group tolerance and ease of purification, making it well-suited for iterative late-stage diversification in medicinal chemistry and materials science 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   0.99292
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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