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Methyl 6-formylnicotinate

  • CAS No. 10165-86-3

  • Cat. No. CS-D0517
  • Purity≥95%
  • MDL No.MFCD08275010

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

Methyl 6-formylnicotinate|CS-D0517

Structure of 10165-86-3

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General Information

  • CAS No. 10165-86-3
  • Cat. No. CS-D0517
  • Purity ≥95%
  • MDL No. MFCD08275010
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₃
  • Molecular Weight 165.15
  • Synonym(s) Methyl 6-formylpyridine-3-carboxylate
  • SMILES O=C(C1=CC=C(C=O)N=C1)OC

Description

Methyl 6-formylnicotinate features a formyl group at the C6 position of the nicotinate ring, enabling direct functionalization in synthetic sequences. This electron-deficient heterocycle integrates readily into cross-coupling and conjugation workflows, offering high reactivity under mild conditions. The ester moiety enhances solubility in organic solvents while maintaining stability during standard bench handling.

Application

Methyl 6-formylnicotinate serves as a versatile building block in synthetic organic chemistry, enabling direct access to functionalized pyridine derivatives. The ortho-formyl group facilitates efficient aldol, Mannich, and reductive amination reactions, while the ester moiety supports selective transformations under mild conditions. Its bench-stable nature and compatibility with common protecting group strategies make it well-suited for multi-step synthesis of heterocyclic scaffolds and medicinal chemistry intermediates.

Synthesis

  • Route1

    References

    • European Journal of Organic Chemistry, , # 26 p. 4412 - 4415
  • Route2
    • null|null
      932382-16-6
    • ~80%
    • In-stock
      Methyl 6-formylnicotinate|CS-D0517
      10165-86-3

    References

    • Organic Letters, , vol. 16, # 2 p. 390 - 393
  • Route3

    References

    • Tetrahedron Letters, , vol. 47, # 39 p. 7025 - 7029

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   56.26
  • LogP   0.6807
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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