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CS-W001157 4
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3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine

  • CAS No. 939430-30-5

  • Cat. No. CS-0061108
  • Purity≥98%
  • MDL No.None

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

3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine|CS-0061108

Structure of 939430-30-5

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General Information

  • CAS No. 939430-30-5
  • Cat. No. CS-0061108
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₀BNO₂
  • Molecular Weight 281.16
  • Synonym(s) 4,4,5,5-Tetramethyl-2-[3-(pyridin-3-yl)phenyl]-1,3,2-dioxaborolane
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CC(=C2)C3=CN=CC=C3)O1

Description

3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine is a boronate-functionalized heteroaryl building block featuring a pyridine core conjugated to a phenyl ring bearing a stable tetramethylboronate group. This structure enables efficient Suzuki-Miyaura cross-coupling reactions under mild conditions, delivering biaryl scaffolds with high functional group tolerance and excellent regiocontrol. The dioxaborolane moiety ensures bench-stable handling and reliable reactivity across diverse synthetic workflows.

Application

3-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its stable boronate ester group enables efficient C–C bond formation under mild conditions, while the pyridyl and phenyl moieties provide orthogonal reactivity for further functionalization. The molecule exhibits excellent bench stability, ease of purification, and broad compatibility with diverse substrates, making it ideal for constructing complex biaryl scaffolds 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   31.35
  • LogP   3.0478
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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