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

  • CAS No. 1349734-00-4

  • Cat. No. CS-0135354
  • Purity≥96%
  • MDL No.MFCD27959317

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

1-Ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one|CS-0135354

Structure of 1349734-00-4

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General Information

  • CAS No. 1349734-00-4
  • Cat. No. CS-0135354
  • Purity ≥96%
  • MDL No. MFCD27959317
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₃
  • Molecular Weight 249.11
  • Synonym(s) 1-Ethyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester
  • SMILES O=C1C=CC(B2OC(C)(C(C)(O2)C)C)=CN1CC

Description

1-Ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one features a boronate ester group flanked by a pyridinone core and ethyl substituent, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures, offering reliable performance in late-stage functionalization workflows.

Application

1-Ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyridin-2(1H)-one core provides enhanced solubility and stability, while the pinacol boronate group enables efficient coupling under mild conditions. This reagent exhibits excellent functional group tolerance and bench stability, facilitating reliable access to substituted heterocycles 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   40.46
  • LogP   1.1674
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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