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CS-W001157 4
Total: USD 88.00

Methyl 3,6-dichloropyridazine-4-carboxylate

  • CAS No. 286946-24-5

  • Cat. No. CS-W020500
  • Purity≥96%
  • MDL No.MFCD12546173

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

Methyl 3,6-dichloropyridazine-4-carboxylate|CS-W020500

Structure of 286946-24-5

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General Information

  • CAS No. 286946-24-5
  • Cat. No. CS-W020500
  • Purity ≥96%
  • MDL No. MFCD12546173
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂N₂O₂
  • Molecular Weight 207.02
  • Synonym(s) Methyl 3,6-dichloropyridazine-4-carboxylate, Fandachem
  • SMILES COC(C1=CC(Cl)=NN=C1Cl)=O

Description

Methyl 3,6-dichloropyridazine-4-carboxylate features a pyridazine core bearing two chlorine substituents and a methyl ester group, enabling efficient functionalization in heterocyclic synthesis. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and agrochemical building blocks under standard conditions.

Application

Methyl 3,6-dichloropyridazine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridazines via nucleophilic displacement. The dichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the ester group facilitates downstream transformations including hydrolysis, reduction, or coupling reactions. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry campaigns and process development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3,6-Dichloropyridazine-4-carboxylic acid|CS-W001153
      51149-08-7
    • ~84%
    • In-stock
      Methyl 3,6-dichloropyridazine-4-carboxylate|CS-W020500
      286946-24-5

    References

    • Roche Palo Alto LLC Patent: US2008/293664 A1, 2008 ; Location in patent: Page/Page column 18 ;
  • Route2
    • In-stock
      3,6-Dichloropyridazine-4-carboxylic acid|CS-W001153
      51149-08-7
    • null|null
      18107-18-1
    • ~87%
    • In-stock
      Methyl 3,6-dichloropyridazine-4-carboxylate|CS-W020500
      286946-24-5

    References

    • Sweeney, Zachary K.; Harris, Seth F.; Arora, Nidhi; Javanbakht, Hassan; Li, Yu; Fretland, Jennifer; Davidson, James P.; Billedeau, J. Roland; Gleason, Shelley K.; Hirschfeld, Donald; Kennedy-Smith, Joshua J.; Mirzadegan, Taraneh; Roetz, Ralf; Smith, Mark; Sperry, Sarah; Suh, Judy M.; Wu, Jeffrey; Tsing, Stan; Villasenor, Armando G.; Paul, Amber; Su, Guoping; Heilek, Gabrielle; Hang, Julie Q.; Zhou, Amy S.; Jernelius, Jesper A.; Zang, Fang-Jie; Klumpp, Klaus Journal of Medicinal Chemistry, 2008 , vol. 51, # 23 p. 7449 - 7458

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   52.08
  • LogP   1.57
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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