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CS-W001157 4
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7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate

  • CAS No. 1053656-22-6

  • Cat. No. CS-W000005
  • Purity≥97%
  • MDL No.None

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

7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate|CS-W000005

Structure of 1053656-22-6

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General Information

  • CAS No. 1053656-22-6
  • Cat. No. CS-W000005
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁N₃O₄
  • Molecular Weight 295.33
  • Synonym(s) Imidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylic acid, 5,6-dihydro-, 7-(1,1-dimethylethyl) 2-ethyl ester
  • SMILES CCOC(=O)c1cn2CCN(Cc2n1)C(=O)OC(C)(C)C

Description

This imidazopyrazine derivative features a sterically shielded tert-butyl group and an ethyl substituent, enhancing stability and solubility. The dihydro form supports facile functionalization, enabling integration into complex heterocyclic architectures under standard conditions.

Application

7-tert-Butyl 2-ethyl 5,6-dihydroimidazo[1,2-a]pyrazine-2,7(8H)-dicarboxylate serves as a versatile dihydroimidazopyrazine scaffold for medicinal chemistry and process development. Its two ester functionalities enable selective derivatization under standard conditions, while the tert-butyl and ethyl groups provide steric and electronic modulation. The molecule exhibits excellent bench stability and facilitates purification via standard chromatographic methods. Functions effectively in multistep syntheses targeting heterocyclic APIs and functionalized intermediates.

Synthesis

  • Route1

    References

    • GRUeNENTHAL GMBH Patent: WO2009/90055 A1, 2009 ; Location in patent: Page/Page column 135 ; WO 2009/090055 A1
  • Route2

    References

    • WO2004/58266 A1, ; Page/Page column 68 ; WO 2004/058266 A1

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   73.66
  • LogP   1.8105
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   2

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