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6,8-Dihydro-5H-imidazo[2,1-c][1,4]oxazine-3-carbaldehyde

  • CAS No. 623564-43-2

  • Cat. No. CS-0160598
  • Purity≥95%
  • MDL No.MFCD18823007

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

6,8-Dihydro-5H-imidazo[2,1-c][1,4]oxazine-3-carbaldehyde|CS-0160598

Structure of 623564-43-2

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General Information

  • CAS No. 623564-43-2
  • Cat. No. CS-0160598
  • Purity ≥95%
  • MDL No. MFCD18823007
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₂
  • Molecular Weight 152.15
  • Synonym(s) 8H-Imidazo[2,1-c][1,4]oxazine-3-carboxaldehyde, 5,6-dihydro- (9CI)
  • SMILES O=CC1=CN=C2COCCN21

Description

6,8-Dihydro-5H-imidazo[2,1-c][1,4]oxazine-3-carbaldehyde is a heterocyclic aldehyde featuring a fused imidazo[2,1-c][1,4]oxazine core with a reactive formyl group at the 3-position. This scaffold delivers a rigid, electron-deficient platform ideal for coupling reactions in medicinal chemistry and synthetic methodology development. The compound exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures under standard conditions.

Application

6,8-Dihydro-5H-imidazo[2,1-c][1,4]oxazine-3-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its aldehyde functionality enables direct derivatization via reductive amination, Grignard addition, or Wittig reactions, while the fused imidazo[2,1-c][1,4]oxazine core provides structural rigidity and metabolic stability. The compound exhibits good bench stability and is compatible with standard purification techniques, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • 5,6-Dihydro-2H-1,4-oxazin-3-amine hydrochloride|CS-1662349
      623564-41-0
    • ~16%
    • 5,6-Dihydro-8H-imidazo[2,1-c][1,4]oxazine-2-carbaldehyde|CS-0137403
      623564-42-1
    • In-stock
      6,8-Dihydro-5H-imidazo[2,1-c][1,4]oxazine-3-carbaldehyde|CS-0160598
      623564-43-2

    References

    • WYETH Patent: WO2003/93279 A1, 2003 ; Location in patent: Page/Page column 65-66 ;
  • Route2
    • 5,6-Dihydro-2H-1,4-oxazin-3-amine hydrochloride|CS-1662349
      623564-41-0
    • null|null
      19263-02-6
    • ~16%
    • 5,6-Dihydro-8H-imidazo[2,1-c][1,4]oxazine-2-carbaldehyde|CS-0137403
      623564-42-1
    • In-stock
      6,8-Dihydro-5H-imidazo[2,1-c][1,4]oxazine-3-carbaldehyde|CS-0160598
      623564-43-2

    References

    • WYETH Patent: WO2003/93277 A1, 2003 ; Location in patent: Page/Page column 93-94 ;
  • Route3
    • 5,6-Dihydro-2H-1,4-oxazin-3-amine hydrochloride|CS-1662349
      623564-41-0
    • null|null
      155272-73-4
    • ~%
    • 5,6-Dihydro-8H-imidazo[2,1-c][1,4]oxazine-2-carbaldehyde|CS-0137403
      623564-42-1
    • In-stock
      6,8-Dihydro-5H-imidazo[2,1-c][1,4]oxazine-3-carbaldehyde|CS-0160598
      623564-43-2

    References

    • WYETH Patent: WO2007/16134 A1, 2007 ; Location in patent: Page/Page column 37; 38 ;

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   44.12
  • LogP   0.2258
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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