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CS-W001157 4
Total: USD 88.00

2-Aminopyridine-6-methanol

  • CAS No. 79651-64-2

  • Cat. No. CS-W003927
  • Purity≥98%
  • MDL No.MFCD09863097

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

2-Aminopyridine-6-methanol|CS-W003927

Structure of 79651-64-2

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General Information

  • CAS No. 79651-64-2
  • Cat. No. CS-W003927
  • Purity ≥98%
  • MDL No. MFCD09863097
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O
  • Molecular Weight 124.14
  • Synonym(s) (6-Aminopyridin-2-yl)methanol
  • SMILES NC1=CC=CC(CO)=N1

Description

2-Aminopyridine-6-methanol features a strategically positioned hydroxymethyl group that enhances solubility and reactivity in synthetic transformations. This bifunctional scaffold integrates amine and alcohol functionalities within a pyridine framework, enabling efficient coupling reactions and serving as a key intermediate in medicinal chemistry applications.

Application

2-Aminopyridine-6-methanol serves as a versatile building block in medicinal chemistry and catalysis, enabling efficient construction of heterocyclic scaffolds. Its ortho-amino and hydroxymethyl groups offer complementary reactivity for sequential functionalization, including amide coupling, alkylation, and transition-metal-catalyzed cross-couplings. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development and ligand design.

Synthesis

  • Route1
    • null|null
      165685-25-6
    • ~96%
    • In-stock
      2-Aminopyridine-6-methanol|CS-W003927
      79651-64-2

    References

    • PFIZER INC. Patent: WO2006/106423 A2, 2006 ; Location in patent: Page/Page column 33-34 ; WO 2006/106423 A2
  • Route2
    • Methyl 6-acetamidopicolinate|CS-0457819
      98953-28-7
    • ~%
    • In-stock
      2-Aminopyridine-6-methanol|CS-W003927
      79651-64-2

    References

    • EP1754706 A1, ; Page/Page column 89 ;
  • Route3

    References

    • WO2010/126745 A1, ; Page/Page column 45-47 ; WO 2010/126745 A1

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   59.14
  • LogP   0.1561
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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