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CS-W001157 4
Total: USD 88.00

(5-(Hydroxymethyl)pyridin-3-yl)boronic acid

  • CAS No. 908369-20-0

  • Cat. No. CS-0174858
  • Purity≥95%
  • MDL No.None

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

(5-(Hydroxymethyl)pyridin-3-yl)boronic acid|CS-0174858

Structure of 908369-20-0

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General Information

  • CAS No. 908369-20-0
  • Cat. No. CS-0174858
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈BNO₃
  • Molecular Weight 152.94
  • Synonym(s) 5-(Hydroxymethyl)pyridine-3-boronic Acid
  • SMILES OB(O)C1=CN=CC(CO)=C1

Description

This boronate moiety integrates a hydroxymethyl-functionalized pyridine scaffold, enabling efficient coupling in Suzuki-Miyaura reactions. The pendant hydroxyl group enhances solubility and facilitates downstream derivatization, while the pyridine nitrogen provides directional coordination in transition-metal-catalyzed transformations. Bench-stable under standard conditions, this reagent streamlines access to functionalized heteroaromatics.

Application

(5-(Hydroxymethyl)pyridin-3-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The pyridine core provides orthogonal reactivity for downstream functionalization, while the boronic acid moiety offers excellent bench stability and compatibility with diverse reaction conditions. Its hydroxymethyl group enhances solubility and facilitates further derivatization, making it a practical choice for medicinal chemistry and process development workflows.

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   73.58
  • LogP   -1.7463
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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