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

  • CAS No. 345311-03-7

  • Cat. No. CS-W003676
  • Purity≥95%
  • MDL No.MFCD09878590

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

tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate|CS-W003676

Structure of 345311-03-7

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General Information

  • CAS No. 345311-03-7
  • Cat. No. CS-W003676
  • Purity ≥95%
  • MDL No. MFCD09878590
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇N₃O₂
  • Molecular Weight 223.27
  • Synonym(s) Imidazo[1,2-a]pyrazine-7(8H)-carboxylic acid, 5,6-dihydro-, 1,1-dimethylethyl ester
  • SMILES O=C(N1CC2=NC=CN2CC1)OC(C)(C)C

Description

tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a fused imidazopyrazine core. This compound integrates seamlessly into medicinal chemistry campaigns, enabling rapid access to nitrogen-rich scaffolds via straightforward deprotection. The tert-butyl ester group facilitates handling and purification while supporting orthogonal functionalization in multi-step syntheses.

Application

tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate serves as a versatile scaffold for constructing imidazopyrazine-based heterocycles, commonly found in bioactive molecules. The dihydro form offers stability and functional group tolerance, enabling selective oxidation or further derivatization. Its tert-butyl ester facilitates straightforward deprotection under mild acidic conditions, supporting rapid access to the parent carboxylic acid for conjugation or salt formation. This compound functions effectively in multi-step synthesis workflows requiring bench-stable intermediates with predictable reactivity.

Synthesis

  • Route1
    • null|null
      345311-02-6
    • ~36%
    • In-stock
      tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate|CS-W003676
      345311-03-7

    References

    • Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John Patent: US2003/236250 A1, 2003 ; Location in patent: Page 40 ;
  • Route2

    References

    • WO2010/125101 A1, ; Page/Page column 58-59 ; WO 2010/125101 A1
  • Route3
    • In-stock
      4-Boc-2-Oxopiperazine|CS-W001639
      76003-29-7
    • null|null
      645-36-3
    • ~%
    • In-stock
      tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate|CS-W003676
      345311-03-7

    References

    • WO2009/158394 A1, ; Page/Page column 69; 71 ;

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   47.36
  • LogP   1.6338
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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