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CS-W001157 4
Total: USD 88.00

3-(4-Aminophenyl)pyridine

  • CAS No. 82261-42-5

  • Cat. No. CS-0206624
  • Purity≥97%
  • MDL No.MFCD00956763

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

3-(4-Aminophenyl)pyridine|CS-0206624

Structure of 82261-42-5

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General Information

  • CAS No. 82261-42-5
  • Cat. No. CS-0206624
  • Purity ≥97%
  • MDL No. MFCD00956763
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀N₂
  • Molecular Weight None
  • Synonym(s) 4-Pyridin-3-ylaniline
  • SMILES C1=CC(=CN=C1)C2=CC=C(C=C2)N

Description

3-(4-Aminophenyl)pyridine features a conjugated system linking an electron-rich aniline moiety to a pyridine ring, enabling strong π-stacking and directional intermolecular interactions. This structural arrangement supports its role in constructing functional materials for organic electronics and pharmaceutical intermediates. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating straightforward handling in synthesis workflows.

Application

3-(4-Aminophenyl)pyridine serves as a versatile building block in medicinal chemistry, enabling direct coupling reactions via its pendant aniline and pyridine functionalities. Its stability under standard reaction conditions facilitates incorporation into kinase inhibitors and other bioactive heterocycles. The molecule functions effectively in Suzuki-Miyaura and Buchwald-Hartwig couplings, offering predictable reactivity and straightforward purification.

Synthesis

  • Route1
    • null|null
      82261-44-7
    • ~92%
    • In-stock
      3-(4-Aminophenyl)pyridine|CS-0206624
      82261-42-5

    References

    • Tanaka, Fred S.; Wien, Ronald G.; Hoffer, Barry L. Synthetic Communications, 1983 , vol. 13, # 11 p. 951 - 958
  • Route2
    • In-stock
      3-Bromopyridine|CS-0008362
      626-55-1
    • (4-Aminophenyl)boronic acid|CS-0174693
      89415-43-0
    • ~27%
    • In-stock
      3-(4-Aminophenyl)pyridine|CS-0206624
      82261-42-5

    References

    • Bromidge, Steven M.; Dabbs, Steven; Davies, David T.; Davies, Susannah; Duckworth, D. Malcolm; Forbes, Ian T.; Gaster, Laramie M.; Ham, Peter; Jones, Graham E.; King, Frank D.; Mulholland, Keith R.; Saunders, Damian V.; Wyman, Paul A.; Blaney, Frank E.; Clarke, Stephen E.; Blackburn, Thomas P.; Holland, Vicky; Kennett, Guy A.; Lightowler, Sean; Middlemiss, Derek N.; Trail, Brenda; Riley, Graham J.; Wood, Martyn D. Journal of Medicinal Chemistry, 2000 , vol. 43, # 6 p. 1123 - 1134
  • Route3
    • null|null
      110-86-1
    • ~%
    • In-stock
      3-(4-Aminophenyl)pyridine|CS-0206624
      82261-42-5

    References

    • Synthetic Communications, , vol. 13, # 11 p. 951 - 958

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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