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Methyl 2-methyl-1H-imidazole-5-carboxylate

  • CAS No. 97602-72-7

  • Cat. No. CS-0139284
  • Purity≥98%
  • MDL No.None

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

Methyl 2-methyl-1H-imidazole-5-carboxylate|CS-0139284

Structure of 97602-72-7

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General Information

  • CAS No. 97602-72-7
  • Cat. No. CS-0139284
  • 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-4-carboxylicacid,2-methyl-,methylester(9CI)
  • SMILES O=C(C1=CN=C(C)N1)OC

Description

Methyl 2-methyl-1H-imidazole-5-carboxylate features a polar imidazole core with a methyl-substituted nitrogen and a carboxylate ester handle, enabling integration into heterocyclic scaffolds. This bench-stable derivative delivers enhanced solubility and reactivity in cross-coupling and cyclization reactions under standard conditions.

Application

Methyl 2-methyl-1H-imidazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds prevalent in medicinal chemistry. The methyl ester group facilitates straightforward derivatization, while the 2-methyl substitution enhances stability and directs electrophilic functionalization at C5. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it ideal for iterative synthesis workflows.

Synthesis

  • Route1
    • null|null
      97602-58-9
    • ~56%
    • In-stock
      Methyl 2-methyl-1H-imidazole-5-carboxylate|CS-0139284
      97602-72-7

    References

    • Casey, Michael; Moody, Christopher J.; Rees, Charles W.; Young, Richard G. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 741 - 746

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   54.98
  • LogP   0.50472
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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