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CS-W001157 4
Total: USD 88.00

B-(2,6-dimethyl-4-pyridinyl)-Boronic acid

  • CAS No. 846548-44-5

  • Cat. No. CS-W023096
  • Purity≥97%
  • MDL No.MFCD11042425

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

B-(2,6-dimethyl-4-pyridinyl)-Boronic acid|CS-W023096

Structure of 846548-44-5

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General Information

  • CAS No. 846548-44-5
  • Cat. No. CS-W023096
  • Purity ≥97%
  • MDL No. MFCD11042425
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀BNO₂
  • Molecular Weight 150.97
  • Synonym(s) 2,6-Dimethyl-4-pyridylboronic acid; Carbamodithioic acid, (5-methoxy-3-pyridinyl)- (9ci)
  • SMILES CC1=CC(B(O)O)=CC(C)=N1

Description

B-(2,6-dimethyl-4-pyridinyl)-boronic acid features a pyridine-linked boronate moiety with steric shielding from ortho-methyl groups, enhancing stability and selectivity in Suzuki-Miyaura couplings. This bench-stable reagent integrates readily into complex molecular architectures under mild conditions, delivering efficient C–C bond formation.

Application

B-(2,6-dimethyl-4-pyridinyl)-boronic acid serves as a robust building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. Its pyridyl boronic acid functionality exhibits excellent bench stability, tolerates diverse functional groups, and facilitates straightforward purification. This reagent is particularly valuable for synthesizing substituted heterocycles and advanced intermediates in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2006/89054 A1, ; Page/Page column 59; 61 ;

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   53.35
  • LogP   -0.62176
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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