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CS-W001157 4
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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

  • CAS No. 1422449-68-0

  • Cat. No. CS-0368660
  • Molecule weight274.12
  • Purity≥98%
  • MDL No.None

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

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one|CS-0368660

Structure of 1422449-68-0

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General Information

  • CAS No. 1422449-68-0
  • Cat. No. CS-0368660
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BN₂O₃
  • Molecular Weight 274.12
  • Synonym(s) None
  • SMILES O=C1NC2=C(C=C(B3OC(C)(C)C(C)(C)O3)C=N2)CC1

Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one features a boronate ester handle appended to a dihydro-1,8-naphthyridinone core, enabling efficient Suzuki-Miyaura coupling. This bench-stable, moisture-tolerant scaffold integrates readily into complex molecular architectures, delivering structural diversity in medicinal chemistry and materials synthesis.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable efficient construction of biaryl architectures. The 3,4-dihydro-1,8-naphthyridin-2-one core provides a privileged scaffold in medicinal chemistry, while the diborane moiety facilitates reliable coupling with aryl and heteroaryl halides. This compound functions as a key intermediate in the synthesis of targeted small molecules.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   60.45
  • LogP   1.2655
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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