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2,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

  • CAS No. 741709-65-9

  • Cat. No. CS-0173969
  • Purity≥97%
  • MDL No.None

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

2,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0173969

Structure of 741709-65-9

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General Information

  • CAS No. 741709-65-9
  • Cat. No. CS-0173969
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₂
  • Molecular Weight 233.11
  • Synonym(s) None
  • SMILES N=1C=C(C=C(C1C)C)B2OC(C)(C)C(O2)(C)C

Description

This boronate-functionalized pyridine features a sterically shielded tetramethyl dioxaborolane group enabling robust coupling in Suzuki-Miyaura reactions. The dimethyl substitution enhances solubility and stability under standard conditions, facilitating efficient cross-coupling without catalyst poisoning.

Application

2,3-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura cross-coupling reactions. Its sterically accessible boronate group enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the 2,3-dimethylpyridine core provides a versatile scaffold for further functionalization. The tetramethyl-substituted dioxaborolane enhances stability and minimizes protodeboronation, facilitating purification and handling in synthetic workflows.

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   31.35
  • LogP   1.99764
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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