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CS-W001157 4
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Methyl 1-methyl-1H-imidazole-4-carboxylate

  • CAS No. 17289-19-9

  • Cat. No. CS-W023129
  • Purity≥98%
  • MDL No.None

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

Methyl 1-methyl-1H-imidazole-4-carboxylate|CS-W023129

Structure of 17289-19-9

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General Information

  • CAS No. 17289-19-9
  • Cat. No. CS-W023129
  • 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) Methyl-N-methylimidazole-4-carboxylic acid
  • SMILES COC(=O)c1cn(C)cn1

Description

Methyl 1-methyl-1H-imidazole-4-carboxylate features a polar imidazole core with a methyl ester at the C4 position, enabling direct functionalization in heterocyclic synthesis. The electron-rich aromatic system supports metal-catalyzed coupling reactions, while the bench-stable ester group facilitates downstream derivatization under standard conditions.

Application

Methyl 1-methyl-1H-imidazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds prevalent in medicinal chemistry. Its stability under standard reaction conditions and compatibility with diverse coupling protocols facilitate functionalization at the C4 position. The ester group provides a handle for further derivatization, while the N-methylated imidazole core ensures favorable solubility and reactivity in polar aprotic media.

Synthesis

  • Route1
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      67-56-1
    • null|null
      201230-82-2
    • In-stock
      4-Iodo-1-methyl-1H-imidazole|CS-W003987
      71759-87-0
    • ~%
    • In-stock
      Methyl 1-methyl-1H-imidazole-4-carboxylate|CS-W023129
      17289-19-9

    References

    • US2003/229079 A1, ; Page 37 ;
  • Route2
    • null|null
      754225-84-8
    • ~99%
    • In-stock
      Methyl 1-methyl-1H-imidazole-4-carboxylate|CS-W023129
      17289-19-9

    References

    • Graham, Thomas H.; Liu, Wensheng; Shen, Dong-Ming Organic Letters, 2011 , vol. 13, # 23 p. 6232 - 6235
  • Route3

    References

    • Collman, James P.; Yan, Yi-Long; Lei, Jianping; Dinolfo, Peter H. Organic Letters, 2006 , vol. 8, # 5 p. 923 - 926

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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