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Methyl 1-methyl-1H-imidazole-2-carboxylate

  • CAS No. 62366-53-4

  • Cat. No. CS-0054628
  • Purity≥98%
  • MDL No.None

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

Methyl 1-methyl-1H-imidazole-2-carboxylate|CS-0054628

Structure of 62366-53-4

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General Information

  • CAS No. 62366-53-4
  • Cat. No. CS-0054628
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O₂
  • Molecular Weight 140.14
  • Synonym(s) 1H-Imidazole-2-carboxylicacid,1-methyl-,methylester(9CI)
  • SMILES O=C(C1=NC=CN1C)OC

Description

Methyl 1-methyl-1H-imidazole-2-carboxylate is a bench-stable, moisture-tolerant imidazole derivative featuring a methyl ester group at the C2 position. This compound integrates readily into heterocyclic synthesis workflows, serving as a key intermediate for bioactive molecule construction due to its reactive carboxylate and electron-rich imidazole core.

Application

Methyl 1-methyl-1H-imidazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds. Its methyl ester group facilitates straightforward derivatization via hydrolysis or nucleophilic substitution, while the N-methylated imidazole core exhibits enhanced stability and favorable solubility profiles. The compound functions effectively in transition-metal-catalyzed couplings and acts as a key intermediate in the development of bioactive molecules.

Synthesis

  • Route1

    References

    • Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2012 , vol. 68, # 24 p. 4701 - 4709
  • Route2

    References

    • SPIROGEN LIMITED Patent: WO2005/85177 A2, 2005 ; Location in patent: Page/Page column 61-62 ;
  • Route3
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      79-22-1
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      35342-89-3
    • ~%
    • In-stock
      Methyl 1-methyl-1H-imidazole-2-carboxylate|CS-0054628
      62366-53-4

    References

    • Bakhtiar, Cuross; Smith, Edward H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 3 p. 239 - 244

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   44.12
  • LogP   0.2067
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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