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CS-W001157 4
Total: USD 88.00

7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one

  • CAS No. 105544-36-3

  • Cat. No. CS-W019103
  • Purity≥95%
  • MDL No.MFCD01648627

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

7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one|CS-W019103

Structure of 105544-36-3

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General Information

  • CAS No. 105544-36-3
  • Cat. No. CS-W019103
  • Purity ≥95%
  • MDL No. MFCD01648627
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂O₂
  • Molecular Weight 229.03
  • Synonym(s) 7-BROMO-1H-PYRIDO[2,3-B][1,4]OXAZIN-2-ONE
  • SMILES C1=C(Br)C=NC2=C1NC(=O)CO2

Description

7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one features a brominated pyridooxazine scaffold with a lactam core, enabling direct functionalization in late-stage synthesis. This electron-deficient heterocycle integrates readily into medicinal chemistry campaigns, offering enhanced metabolic stability and predictable reactivity in transition-metal-catalyzed couplings.

Application

7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the oxazinone core provides structural rigidity and hydrogen-bonding capability. The compound exhibits good bench stability, facilitates straightforward purification, and functions effectively in late-stage functionalization strategies for API scaffolds.

Synthesis

  • Route1
    • Ethyl 2-((5-bromo-3-nitropyridin-2-yl)oxy)acetate|CS-0151569
      105544-30-7
    • ~85%
    • In-stock
      7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one|CS-W019103
      105544-36-3

    References

    • Ackermann, Jean; Bleicher, Konrad; Ceccarelli, Simona M.; Chomienne, Odile; Mattei, Patrizio; Sander, Ulrike Obst Patent: US2007/191603 A1, 2007 ; Location in patent: Page/Page column 37 ;
  • Route2
    • Methyl 2-((5-bromo-3-nitropyridin-2-yl)oxy)acetate|CS-0959726
      227963-72-6
    • ~52%
    • In-stock
      7-Bromo-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one|CS-W019103
      105544-36-3

    References

    • Ahn, Sung Oh; Park, Chan Hee; Im, Jun Hwan; Lee, Soon Ok; Lee, Kyoung June; Cho, Seong Wook; Ko, Kwang Seok; Han, Sun Young; Lee, Won Il Patent: US2011/28467 A1, 2011 ; Location in patent: Page/Page column 52 ; US 20110028467 A1
  • Route3

    References

    • Zeitschrift fuer Chemie (Stuttgart, Germany), , vol. 26, # 3 p. 99

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   51.22
  • LogP   1.175
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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