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CS-W001157 4
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6-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine

  • CAS No. 1417553-73-1

  • Cat. No. CS-0375867
  • Purity≥95%
  • MDL No.MFCD26516571

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

6-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine|CS-0375867

Structure of 1417553-73-1

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General Information

  • CAS No. 1417553-73-1
  • Cat. No. CS-0375867
  • Purity ≥95%
  • MDL No. MFCD26516571
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) None
  • SMILES BrC1=CC=C2C(OCCO2)=N1

Description

6-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine features a rigid, electron-deficient pyridine core fused with a dioxin ring, enabling efficient coupling in cross-coupling reactions. The bromo substituent serves as a high-reactivity handle for palladium-catalyzed transformations. This bench-stable heterocycle integrates readily into complex molecular architectures.

Application

6-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates reliable C–C bond formation under standard conditions, while the fused dioxinopyridine core provides structural rigidity and favorable solubility for synthetic intermediates. The compound exhibits excellent bench stability and compatibility with diverse functional groups, making it well-suited for modular synthesis of bioactive heterocycles and targeted API scaffolds.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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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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