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2-Bromo-5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazine

  • CAS No. 1823967-16-3

  • Cat. No. CS-0139402
  • Purity≥98%
  • MDL No.None

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

2-Bromo-5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazine|CS-0139402

Structure of 1823967-16-3

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General Information

  • CAS No. 1823967-16-3
  • Cat. No. CS-0139402
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O
  • Molecular Weight 203.04
  • Synonym(s) 2-bromo-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazine
  • SMILES BrC1=CN2C(COCC2)=N1

Description

2-Bromo-5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazine is a heterocyclic scaffold featuring a bromine substituent at the 2-position and a partially saturated imidazo[1,4]oxazine core. This configuration imparts enhanced reactivity in cross-coupling transformations while maintaining bench-stable handling properties. The electron-deficient nature of the ring system facilitates efficient palladium-catalyzed functionalization, enabling rapid access to complex nitrogen-containing architectures in medicinal chemistry and materials synthesis.

Application

2-Bromo-5,6-dihydro-8H-imidazo[2,1-c][1,4]oxazine serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its bromine handle enables efficient cross-coupling reactions, while the imidazo[1,4]oxazine core provides structural rigidity and favorable pharmacophoric properties. The compound exhibits good bench stability and compatibility with standard reaction conditions, facilitating downstream functionalization in multi-step syntheses.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   27.05
  • LogP   1.1758
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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