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Ethyl 6-(hydroxymethyl)picolinate

  • CAS No. 41337-81-9

  • Cat. No. CS-0038369
  • Purity≥97%
  • MDL No.MFCD09750009

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

Ethyl 6-(hydroxymethyl)picolinate|CS-0038369

Structure of 41337-81-9

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General Information

  • CAS No. 41337-81-9
  • Cat. No. CS-0038369
  • Purity ≥97%
  • MDL No. MFCD09750009
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₃
  • Molecular Weight 181.19
  • Synonym(s) Ethyl 6-(hydroxymethyl)pyridine-2-carboxylate
  • SMILES CCOC(=O)C1=CC=CC(=N1)CO

Description

Ethyl 6-(hydroxymethyl)picolinate features a hydroxymethyl group at the 6-position of the picolinate scaffold, enabling direct functionalization for bioconjugation or derivatization. This bench-stable ester integrates readily into synthetic sequences requiring polar, oxygen-rich side chains. The para-hydroxyalkyl moiety enhances solubility and provides a handle for further chemical modification.

Application

Ethyl 6-(hydroxymethyl)picolinate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds through standard functional group transformations. The pendant hydroxymethyl group facilitates oxidation to carboxylic acid, reduction to alcohol, or derivatization via Mitsunobu and Williamson ether reactions. Its stability under routine bench conditions and compatibility with common protecting group strategies make it a practical choice for medicinal chemistry campaigns requiring picolinic acid derivatives.

Synthesis

  • Route1

    References

    • Spaeth, Andreas; Gonschor, Janina; Koenig, Burkhard Monatshefte fur Chemie, 2011 , vol. 142, # 12 p. 1289 - 1308
  • Route2

    References

    • Fife, Thomas H.; Przystas, Theodore J. Journal of the American Chemical Society, 1982 , vol. 104, # 8 p. 2251 - 2257
  • Route3

    References

    • Fife, Thomas H.; Przystas, Theodore J. Journal of the American Chemical Society, 1982 , vol. 104, # 8 p. 2251 - 2257

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   59.42
  • LogP   0.7506
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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