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CS-W001157 4
Total: USD 88.00

2-Methylpyridine-3-boronic acid pinacol ester

  • CAS No. 1012084-56-8

  • Cat. No. CS-W001238
  • Purity≥95%
  • MDL No.MFCD08669594

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

2-Methylpyridine-3-boronic acid pinacol ester|CS-W001238

Structure of 1012084-56-8

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General Information

  • CAS No. 1012084-56-8
  • Cat. No. CS-W001238
  • Purity ≥95%
  • MDL No. MFCD08669594
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈BNO₂
  • Molecular Weight 219.09
  • Synonym(s) 2-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • SMILES CC1=NC=CC=C1B2OC(C)(C)C(C)(C)O2

Description

2-Methylpyridine-3-boronic acid pinacol ester features a pyridyl boronate moiety with a methyl substituent at the ortho position, offering enhanced stability and compatibility in cross-coupling reactions. The pinacol ester protects the boronic acid functionality, enabling reliable handling and shelf-stable storage under ambient conditions. This derivative facilitates efficient C–C bond formation in Suzuki-Miyaura coupling processes, particularly for heterocyclic scaffolds requiring moderate electron density and steric control.

Application

2-Methylpyridine-3-boronic acid pinacol ester serves as a stable, bench-ready building block for palladium-catalyzed cross-coupling reactions. Its robust boronate ester functionality enables efficient Suzuki-Miyaura coupling with aryl and heteroaryl halides, facilitating the construction of biaryl and heterobiaryl scaffolds common in medicinal chemistry and materials science. The pinacol protection enhances handling and purification while maintaining high reactivity under standard conditions.

Synthesis

  • Route1

    References

    • US2009/143361 A1, ; Page/Page column 52 ; US 20090143361 A1

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   1.68922
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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