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2,3-Dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde

  • CAS No. 615568-24-6

  • Cat. No. CS-0103523
  • Purity≥98%
  • MDL No.MFCD12755733

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

2,3-Dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde|CS-0103523

Structure of 615568-24-6

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General Information

  • CAS No. 615568-24-6
  • Cat. No. CS-0103523
  • Purity ≥98%
  • MDL No. MFCD12755733
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₃
  • Molecular Weight 165.15
  • Synonym(s) 2H,3H-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde
  • SMILES O=CC1=CC=C2C(OCCO2)=N1

Description

This heterocyclic aldehyde features a fused dioxinopyridine core with a reactive aldehyde group at the 6-position. The structure combines enhanced stability from the rigid bicyclic framework with a functional handle for conjugation, enabling integration into complex molecular architectures under standard conditions.

Application

2,3-Dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its aldehyde functionality enables direct incorporation into diverse scaffolds via nucleophilic addition, reductive amination, or Ugi-type reactions. The fused dioxinopyridine core provides enhanced metabolic stability and defined molecular rigidity, supporting predictable conformational behavior in target-directed synthesis. Bench-stable and compatible with standard purification protocols, it facilitates efficient route development in multi-step syntheses.

Synthesis

  • Route1
    • (2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-6-yl)methanol|CS-0186036
      615568-23-5
    • ~66%
    • In-stock
      2,3-Dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde|CS-0103523
      615568-24-6

    References

    • SMITHKLINE BEECHAM P.L.C. Patent: WO2003/87098 A1, 2003 ; Location in patent: Page/Page column 60 ;
  • Route2

    References

    • US2011/230461 A1, ; US 20110230461 A1
  • Route3

    References

    • US2011/230461 A1, ; US 20110230461 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
Precautionary Statements : P261-P280-P304+P340-P405

Quality Control

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Computational Chemistry Data

  • TPSA   48.42
  • LogP   0.6653
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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