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

  • CAS No. 1256358-90-3

  • Cat. No. CS-0020022
  • Purity≥96%
  • MDL No.MFCD11223287

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one|CS-0020022

Structure of 1256358-90-3

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General Information

  • CAS No. 1256358-90-3
  • Cat. No. CS-0020022
  • Purity ≥96%
  • MDL No. MFCD11223287
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆BNO₃
  • Molecular Weight 221.06
  • Synonym(s) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ol, 2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • SMILES O=C1C=C(B2OC(C)(C)C(C)(C)O2)C=CN1

Description

This boronate-functionalized pyridinone integrates readily into Suzuki-Miyaura coupling reactions under mild conditions. The tetramethylborolane moiety enhances stability and solubility, while the electron-deficient pyridinone ring enables selective functionalization in complex molecular scaffolds.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its pyridin-2-one core provides enhanced stability and solubility compared to analogous heterocycles, while the tetramethylboronate moiety enables efficient coupling under mild conditions. The compound exhibits excellent functional group tolerance and bench stability, facilitating reliable incorporation into complex molecular architectures common 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   51.32
  • LogP   0.6741
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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