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

  • CAS No. 1420998-43-1

  • Cat. No. CS-0188907
  • Purity≥95%
  • MDL No.None

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

2-Methoxy-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0188907

Structure of 1420998-43-1

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General Information

  • CAS No. 1420998-43-1
  • Cat. No. CS-0188907
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₃
  • Molecular Weight 249.11
  • Synonym(s) (2-METHOXY-4-METHYLPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER
  • SMILES CC1=C(C(=NC=C1)OC)B2OC(C)(C)C(C)(C)O2

Description

This boronate-functionalized pyridine integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The methoxy and methyl substituents enhance electron density at the reaction site, while the tetramethylboronate group ensures high stability and moisture tolerance during handling.

Application

2-Methoxy-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyridine core enables integration into bioactive heterocycles, while the tetramethylborolane group provides excellent stability, low toxicity, and compatibility with diverse functional groups. Its bench-stable nature and predictable reactivity facilitate efficient late-stage diversification in medicinal chemistry and materials synthesis.

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   40.58
  • LogP   1.69782
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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