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CS-W001157 4
Total: USD 88.00

6-Aminopyridine-3-boronic acid

  • CAS No. 851524-96-4

  • Cat. No. CS-W005558
  • Purity≥95%
  • MDL No.MFCD09907980

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

6-Aminopyridine-3-boronic acid|CS-W005558

Structure of 851524-96-4

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General Information

  • CAS No. 851524-96-4
  • Cat. No. CS-W005558
  • Purity ≥95%
  • MDL No. MFCD09907980
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇BN₂O₂
  • Molecular Weight 137.93
  • Synonym(s) boronic acid, B-(6-amino-3-pyridinyl)-
  • SMILES OB(C1=CN=C(C=C1)N)O

Description

6-Aminopyridine-3-boronic acid integrates a nucleophilic amine and a boronic acid handle within a single pyridine scaffold, enabling efficient coupling in Suzuki-Miyaura reactions. The ortho-directed functionality facilitates regioselective transformations, while the bench-stable boronate group supports reliable handling under standard conditions.

Application

6-Aminopyridine-3-boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-amino and boronic acid functionalities offer enhanced reactivity and compatibility with diverse substrates, while the molecule exhibits good bench stability and facilitates straightforward purification. This compound functions effectively in the synthesis of biologically relevant heterocyclic scaffolds and functionalized pyridines.

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

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Computational Chemistry Data

  • TPSA   79.37
  • LogP   -1.6564
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   1

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