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CS-W001157 4
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6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

  • CAS No. 959992-62-2

  • Cat. No. CS-W006670
  • Purity≥95%
  • MDL No.MFCD09834129

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

6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine|CS-W006670

Structure of 959992-62-2

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General Information

  • CAS No. 959992-62-2
  • Cat. No. CS-W006670
  • Purity ≥95%
  • MDL No. MFCD09834129
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrN₂O
  • Molecular Weight 215.05
  • Synonym(s) 6-bromo-3,4-dihydro-2H-pyrido[3,2-b] [1,4]oxazine
  • SMILES BrC1=CC=C2OCCNC2=N1

Description

6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine is a heterocyclic scaffold featuring a brominated pyridine ring fused to a dihydrooxazine moiety. This structure integrates a reactive halogen handle with inherent stability, enabling direct functionalization in cross-coupling and cyclization reactions. The molecule exhibits favorable solubility in common organic solvents and maintains integrity under standard bench conditions, making it a robust intermediate for medicinal chemistry and materials synthesis.

Application

6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates efficient C–X bond formation with aryl, alkyl, and heteroaryl partners, while the dihydropyridoxazine core exhibits bench stability and compatibility with diverse reaction conditions. Its well-defined reactivity profile supports modular synthesis of complex nitrogen-containing scaffolds relevant to drug discovery pipelines.

Synthesis

  • Route1

    References

    • Shionogi and Co., Ltd. Patent: EP2341052 A1, 2011 ; Location in patent: Page/Page column 35; 36 ;
  • Route2
    • null|null
      959992-61-1
    • ~53%
    • In-stock
      6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine|CS-W006670
      959992-62-2

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2007/141473 A1, 2007 ; Location in patent: Page/Page column 268; 269 ; WO 2007/141473 A1
  • Route3
    • null|null
      1303588-62-6
    • ~%
    • In-stock
      6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine|CS-W006670
      959992-62-2

    References

    • SIRTRIS PHARMACEUTICALS, INC.; NG, Pui, Yee; BLUM, Charles; MCPHERSON, Lauren; PERNI, Robert, B.; VU, Chi, B.; AHMED, Mohammed, Mahmood; DISCH, Jeremy, S. Patent: WO2011/59839 A1, 2011 ; Location in patent: Page/Page column 65 ; WO 2011/059839 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   34.15
  • LogP   1.6484
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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