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Ethyl 6-chloro-3-pyridazinecarboxylate

  • CAS No. 75680-92-1

  • Cat. No. CS-D1635
  • Purity≥97%
  • MDL No.MFCD09908168

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

Ethyl 6-chloro-3-pyridazinecarboxylate|CS-D1635

Structure of 75680-92-1

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General Information

  • CAS No. 75680-92-1
  • Cat. No. CS-D1635
  • Purity ≥97%
  • MDL No. MFCD09908168
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClN₂O₂
  • Molecular Weight 186.60
  • Synonym(s) Ethyl-6-chlorpyridazin-3-carboxylat
  • SMILES O=C(C1=NN=C(Cl)C=C1)OCC

Description

Ethyl 6-chloro-3-pyridazinecarboxylate features a chlorinated pyridazine core that enables direct functionalization at the C6 position. This electron-deficient heterocycle integrates readily into cross-coupling and nucleophilic substitution reactions, offering high stability under standard conditions. The ester moiety facilitates downstream derivatization while maintaining structural integrity.

Application

Ethyl 6-chloro-3-pyridazinecarboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridazines via palladium-catalyzed cross-coupling reactions. The chloro group at the 6-position exhibits high reactivity toward nucleophilic substitution, facilitating the installation of diverse aryl, heteroaryl, and alkyl substituents under mild conditions. Its stability under standard bench handling and compatibility with common functional groups make it ideal for modular synthesis of biologically active scaffolds.

Synthesis

  • Route1

    References

    • Abbott Laboratories Patent: US5250548 A1, 1993 ; US 5250548 A
  • Route2

    References

    • US5340808 A1, ;
  • Route3

    References

    • Morishita; Kobayashi; Yamada; Yajima Chemical and Pharmaceutical Bulletin, 1994 , vol. 42, # 2 p. 371 - 372

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   52.08
  • LogP   1.3067
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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