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CS-W001157 4
Total: USD 88.00

7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine

  • CAS No. 95897-49-7

  • Cat. No. CS-W001025
  • Purity≥98%
  • MDL No.MFCD15530247

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

7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine|CS-W001025

Structure of 95897-49-7

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General Information

  • CAS No. 95897-49-7
  • Cat. No. CS-W001025
  • Purity ≥98%
  • MDL No. MFCD15530247
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) 7-Brom-pyridodioxen
  • SMILES Brc1cnc2OCCOc2c1

Description

7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine features a rigid, electron-deficient pyridine core fused with a dioxin ring, enhancing metabolic stability and enabling selective coupling in transition-metal-catalyzed transformations. This bench-stable heterocycle integrates readily into complex molecular architectures under standard conditions.

Application

7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyridine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its bromine handle facilitates reliable functionalization under standard conditions, while the dioxino ring system imparts enhanced stability and solubility. The compound exhibits excellent functional group tolerance and is well-suited for modular synthesis of bioactive molecules and API intermediates.

Synthesis

  • Route1
    • In-stock
      5-Bromopyridine-2,3-diol|CS-W007805
      34206-49-0
    • null|null
      106-93-4
    • ~18%
    • In-stock
      7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine|CS-W001025
      95897-49-7

    References

    • H. Lundbeck A/S; Eskildsen, Jørgen; Sams, Anette Graven; Püschl, Ask Patent: US2013/12530 A1, 2013 ; Location in patent: Paragraph 0186 ; US 20130012530 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

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   1.6153
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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