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

  • CAS No. 741709-61-5

  • Cat. No. CS-0140542
  • Purity≥98%
  • MDL No.MFCD09952040

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

2-Ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0140542

Structure of 741709-61-5

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General Information

  • CAS No. 741709-61-5
  • Cat. No. CS-0140542
  • Purity ≥98%
  • MDL No. MFCD09952040
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₂
  • Molecular Weight 233.11
  • Synonym(s) 6-Ethylpyridine-3-boronic acid pinacol ester
  • SMILES CCC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=N1

Description

2-Ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine features a boronate ester group conjugated to a pyridine core, enabling efficient cross-coupling reactions. The tetramethyl-substituted dioxaborolane enhances stability and moisture tolerance, while the ethyl substituent fine-tunes electronic and steric properties for selective transformations. This robust scaffold integrates readily into complex molecular architectures under standard conditions.

Application

2-Ethyl-5-(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 pinacol boronate group exhibits excellent stability, tolerance to air and moisture, and compatibility with diverse functional groups. It enables efficient construction of biaryl architectures and complex heterocyclic scaffolds in medicinal chemistry and materials synthesis, offering reliable coupling yields under standard reaction conditions.

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   31.35
  • LogP   1.9432
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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