tert-Butyl 7-bromo-2H-benzo[b][1,4]oxazine-4(3H)-carboxylate

Name: tert-Butyl 7-bromo-2H-benzo[b][1,4]oxazine-4(3H)-carboxylate
Brand: ChemScene
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CAS No. 1220039-59-7
Cat. No. CS-0154672
Purity≥98%
MDL No.MFCD12913754

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tert-Butyl 7-bromo-2H-benzo[b][1,4]oxazine-4(3H)-carboxylate|CS-0154672

Structure of 1220039-59-7

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General Information

CAS No. 1220039-59-7
Cat. No. CS-0154672
Purity ≥98%
MDL No. MFCD12913754
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆BrNO₃
Molecular Weight 314.18
Synonym(s) tert-butyl 7-bromo-2,3-dihydrobenzo[b][1,4]oxazine-4-carboxylate
SMILES CC(C)(C)OC(=O)N1CCOC2=C1C=CC(=C2)Br

Description

tert-Butyl 7-bromo-2H-benzo[b][1,4]oxazine-4(3H)-carboxylate features a brominated oxazine core with a bench-stable tert-butyl ester handle, enabling direct incorporation into late-stage functionalization workflows. The electron-deficient aryl bromide supports palladium-catalyzed cross-coupling reactions under mild conditions.

Application

tert-Butyl 7-bromo-2H-benzo[b][1,4]oxazine-4(3H)-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling late-stage functionalization via palladium-catalyzed cross-coupling. The bromo group facilitates efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the tert-butyl ester provides stability and ease of purification. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry and process development workflows.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 38.77
LogP 3.583
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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tert-Butyl 7-bromo-2H-benzo[b][1,4]oxazine-4(3H)-carboxylate

CAS No. 1220039-59-7

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