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CS-W001157 4
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Ethyl 2-methyl-5-nitro-3-pyridinecarboxylate

  • CAS No. 51984-71-5

  • Cat. No. CS-W000714
  • Purity≥98%
  • MDL No.MFCD00753850

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

Ethyl 2-methyl-5-nitro-3-pyridinecarboxylate|CS-W000714

Structure of 51984-71-5

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General Information

  • CAS No. 51984-71-5
  • Cat. No. CS-W000714
  • Purity ≥98%
  • MDL No. MFCD00753850
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂O₄
  • Molecular Weight 210.19
  • Synonym(s) Pyridine-3-carboxylic acid, 2-methyl-5-nitro-, ethyl ester
  • SMILES [O-][N+](=O)c1cc(C(=O)OCC)c(nc1)C

Description

Ethyl 2-methyl-5-nitro-3-pyridinecarboxylate features a pyridine core bearing electron-deficient nitro and methyl substituents, enabling selective coupling reactions. The ester functionality facilitates downstream transformations in heterocyclic synthesis, while the bench-stable structure supports reliable handling under standard conditions.

Application

Ethyl 2-methyl-5-nitro-3-pyridinecarboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine derivatives via standard functional group manipulations. Its nitro group facilitates reduction and subsequent coupling reactions, while the ester moiety supports hydrolysis, amidation, or cross-coupling transformations. The molecule exhibits good bench stability and compatibility with common reaction conditions, making it valuable for medicinal chemistry campaigns and process development workflows requiring robust pyridine scaffold elaboration.

Synthesis

  • Route1
    • null|null
      609-32-5
    • In-stock
      Ethyl (Z)-3-aminobut-2-enoate|CS-W011120
      626-34-6
    • ~30%
    • In-stock
      Ethyl 2-methyl-5-nitro-3-pyridinecarboxylate|CS-W000714
      51984-71-5

    References

    • XCOVERY, INC. Patent: WO2008/88881 A1, 2008 ; Location in patent: Page/Page column 33-34 ; WO 2008/088881 A1
  • Route2

    References

    • Fanta Journal of the American Chemical Society, 1953 , vol. 75, p. 737
  • Route3
    • Ethyl(E)-3-aminocrotonate|CS-0072307
      41867-20-3
    • null|null
      2940-26-3
    • ~%
    • In-stock
      Ethyl 2-methyl-5-nitro-3-pyridinecarboxylate|CS-W000714
      51984-71-5

    References

    • Hoffman, Jacob M.; Phillips, Brian T.; Cochran, David W. Journal of Organic Chemistry, 1984 , vol. 49, # 1 p. 193 - 195

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   82.33
  • LogP   1.47492
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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