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CS-W001157 4
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6-Aminonicotinaldehyde

  • CAS No. 69879-22-7

  • Cat. No. CS-W019399
  • Purity≥98%
  • MDL No.MFCD09757481

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

6-Aminonicotinaldehyde|CS-W019399

Structure of 69879-22-7

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General Information

  • CAS No. 69879-22-7
  • Cat. No. CS-W019399
  • Purity ≥98%
  • MDL No. MFCD09757481
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O
  • Molecular Weight 122.13
  • Synonym(s) 6-Aminopyridine-3-carboxaldehyde
  • SMILES O=CC1=CN=C(N)C=C1

Description

6-Aminonicotinaldehyde delivers a strategically positioned amino group adjacent to an aldehyde functionality, enabling direct incorporation into heterocyclic scaffolds. This electron-rich moiety facilitates efficient coupling reactions and serves as a key intermediate in the synthesis of bioactive nitrogen-containing compounds.

Application

6-Aminonicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyridine-based heterocycles through standard coupling and cyclization protocols. Its ortho-aldehyde and primary amine functionalities offer complementary reactivity for constructing bioactive scaffolds, with demonstrated utility in late-stage functionalization and API intermediate development. Bench-stable and compatible with common protecting group strategies, it facilitates efficient route design in multi-step syntheses.

Synthesis

  • Route1

    References

    • US2009/143420 A1, ; Page/Page column 7 ; US 20090143420 A1
  • Route2
    • 5-(1-Methyl-2-pyrrolidinyl)-2-pyridinamine|CS-0117048
      22790-82-5
    • ~%
    • In-stock
      6-Aminonicotinaldehyde|CS-W019399
      69879-22-7

    References

    • Doklady Akademii Nauk SSSR, , vol. 65, p. 843 Chem.Abstr., <1949> 6626

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
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   55.98
  • LogP   0.4763
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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