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CS-W001157 4
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Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

  • CAS No. 821791-58-6

  • Cat. No. CS-0012583
  • Molecule weight215.63
  • Purity≥98%
  • MDL No.MFCD08234670

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

Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-0012583

Structure of 821791-58-6

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General Information

  • CAS No. 821791-58-6
  • Cat. No. CS-0012583
  • Purity ≥98%
  • MDL No. MFCD08234670
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀ClNO₃
  • Molecular Weight 215.63
  • Synonym(s) ethyl 4-chloro-1-methyl-6-oxopyridine-3-carboxylate
  • SMILES O=C1N(C)C=C(C(OCC)=O)C(Cl)=C1

Description

Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate features a sterically hindered dihydropyridine core with electron-withdrawing chlorine and carbonyl groups, enabling selective functionalization in heterocyclic synthesis. The ester moiety facilitates downstream derivatization under mild conditions, while the bench-stable scaffold supports efficient integration into complex molecular architectures.

Application

Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine derivatives. Its well-defined reactivity profile supports nucleophilic substitution at the C4 chloro position and facilitates regioselective functionalization. The molecule exhibits bench stability and compatibility with standard reaction conditions, making it suitable for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      Ethyl 4,6-dichloronicotinate|CS-W002558
      40296-46-6
    • null|null
      77-78-1
    • ~82%
    • In-stock
      Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-0012583
      821791-58-6

    References

    • WARNER-LAMBERT COMPANY LLC Patent: WO2005/818 A1, 2005 ; Location in patent: Page 91 ; WO 2005/000818 A1
  • Route2
    • Ethyl4-hydroxy-1-methyl-6-oxo-pyridine-3-carboxylate|CS-0309935
      853105-37-0
    • ~%
    • In-stock
      Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate|CS-0012583
      821791-58-6

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 2 p. 441 - 444
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 2 p. 441 - 444

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   48.3
  • LogP   1.2154
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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