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CS-W001157 4
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Methyl picolinimidate

  • CAS No. 19547-38-7

  • Cat. No. CS-0150962
  • Purity≥95%
  • MDL No.MFCD00047437

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

Methyl picolinimidate|CS-0150962

Structure of 19547-38-7

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General Information

  • CAS No. 19547-38-7
  • Cat. No. CS-0150962
  • Purity ≥95%
  • MDL No. MFCD00047437
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O
  • Molecular Weight None
  • Synonym(s) Picolinimidic Acid Methyl Ester
  • SMILES COC(=N)C1=CC=CC=N1

Description

Methyl picolinimidate features a pyridine ring fused to an imidate ester, delivering enhanced electrophilicity at the carbonyl carbon. This structure enables efficient coupling reactions under mild conditions, particularly in amide bond formation and peptide synthesis. The methyl ester group improves solubility and stability compared to non-esterified analogs, facilitating handling in aqueous and organic media.

Application

Methyl picolinimidate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of pyridine-based heterocycles and amide-linked scaffolds. Its methyl ester functionality offers enhanced bench stability and facilitates straightforward purification, while the picolinimidate core provides predictable reactivity in coupling reactions and nucleophilic substitutions. This compound functions effectively in the synthesis of bioactive molecules and functional materials, particularly where ortho-directing effects and nitrogen coordination are advantageous.

Synthesis

  • Route1
    • In-stock
      2-Cyanopyridine|CS-W020084
      100-70-9
    • null|null
      124-41-4
    • ~75%
    • In-stock
      Methyl picolinimidate|CS-0150962
      19547-38-7

    References

    • Angewandte Chemie - International Edition, , vol. 45, # 9 p. 1432 - 1435
  • Route2
    • In-stock
      2-Cyanopyridine|CS-W020084
      100-70-9
    • null|null
      67-56-1
    • ~10%
    • In-stock
      Methyl picolinimidate|CS-0150962
      19547-38-7

    References

    • Journal of Heterocyclic Chemistry, , vol. 36, # 1 p. 1 - 9
  • Route3

    References

    • US5166347 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 : H227-H315-H319
Precautionary Statements : P210-P264-P280-P302+P352-P362-P501

Quality Control

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Computational Chemistry Data

  • TPSA   45.97
  • LogP   1.05337
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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