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CS-W001157 4
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3-(Pyridin-2-yl)aniline

  • CAS No. 15889-32-4

  • Cat. No. CS-0018952
  • Molecule weight170.21
  • Purity≥97%
  • MDL No.MFCD00956760

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

3-(Pyridin-2-yl)aniline|CS-0018952

Structure of 15889-32-4

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General Information

  • CAS No. 15889-32-4
  • Cat. No. CS-0018952
  • Purity ≥97%
  • MDL No. MFCD00956760
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀N₂
  • Molecular Weight 170.21
  • Synonym(s) 3-(2-Pyridinyl)benzenamine; 2-(3-Aminophenyl)pyridine; 2-(m-Aminophenyl)pyridine; Benzenamine, 3-(2-pyridinyl)-
  • SMILES NC1=CC=CC(C2=NC=CC=C2)=C1

Description

3-(Pyridin-2-yl)aniline integrates a pyridine ring directly conjugated to an aniline moiety, creating a versatile scaffold for transition metal-catalyzed coupling reactions. This electron-rich heteroarylamine features enhanced solubility in polar organic solvents and demonstrates robust stability under standard bench conditions. The ortho-linked pyridine nitrogen enables chelation in catalytic systems, facilitating efficient coordination during cross-coupling processes.

Application

3-(Pyridin-2-yl)aniline serves as a versatile building block in medicinal chemistry and materials science, enabling the construction of biaryl scaffolds through palladium-catalyzed cross-coupling reactions. Its dual aromatic functionality—pyridine and aniline moieties—confers enhanced solubility and favorable electronic properties for downstream functionalization. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis workflows in API development and catalyst design.

Synthesis

  • Route1
    • null|null
      109-04-6
    • In-stock
      3-Aminophenylboronic acid|CS-W018320
      30418-59-8
    • ~85%
    • In-stock
      3-(Pyridin-2-yl)aniline|CS-0018952
      15889-32-4

    References

    • Molecular Crystals and Liquid Crystals, , vol. 458, # 1 p. 227 - 235
  • Route2

    References

    • US5902813 A1, ;
  • Route3
    • null|null
      109-04-6
    • In-stock
      3-Iodoaniline|CS-W007373
      626-01-7
    • ~82%
    • In-stock
      3-(Pyridin-2-yl)aniline|CS-0018952
      15889-32-4

    References

    • Organic and Biomolecular Chemistry, , vol. 12, # 2 p. 286 - 297

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   38.91
  • LogP   2.3308
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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