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

Name: 7-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one
Brand: ChemScene
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CAS No. 122450-96-8
Cat. No. CS-W022527
Purity≥96%
MDL No.MFCD09834134

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7-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one|CS-W022527

Structure of 122450-96-8

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General Information

CAS No. 122450-96-8
Cat. No. CS-W022527
Purity ≥96%
MDL No. MFCD09834134
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O₂
Molecular Weight 229.03
Synonym(s) None
SMILES O=C1NC2=NC=C(Br)C=C2OC1

Description

7-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one features a brominated pyridooxazine scaffold with a lactam carbonyl, enabling direct incorporation into bioactive molecule frameworks. The electron-deficient heterocycle facilitates transition metal-catalyzed coupling reactions and serves as a key building block in medicinal chemistry. This bench-stable compound supports efficient synthesis of kinase inhibitors and other nitrogen-rich pharmacophores under standard conditions.

Application

7-Bromo-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-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 and facilitates efficient functionalization in late-stage diversification strategies.

Synthesis

Route1
- In-stock
  
  20348-09-8
- ~79%
- In-stock
  
  122450-96-8
References
- Savelon; Bizot-Espiard; Caignard; Pfeiffer; Renard; Viaud; Guillaumet Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 2 p. 133 - 142
Route2
- In-stock
  
  16867-03-1
- ~%
- In-stock
  
  122450-96-8
References
- Bioorganic and Medicinal Chemistry, , vol. 6, # 2 p. 133 - 142

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

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Computational Chemistry Data

TPSA 51.22
LogP 1.175
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 122450-96-8

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