Ethyl 2-bromooxazole-5-carboxylate

CAS No. 1060816-22-9
Cat. No. CS-W018559
Purity≥95%
MDL No.MFCD09743496

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Ethyl 2-bromooxazole-5-carboxylate|CS-W018559

Structure of 1060816-22-9

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Description

Ethyl 2-bromooxazole-5-carboxylate features a brominated oxazole scaffold with high electrophilicity at the 2-position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The ester group enhances solubility in polar organic solvents and facilitates downstream derivatization. This bench-stable reagent serves as a key building block for bioactive heterocycles and advanced synthetic intermediates in medicinal chemistry.

Application

Ethyl 2-bromooxazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. Its bromine substituent exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the oxazole ring provides stability under standard reaction conditions. The ester group allows for selective transformations, facilitating access to substituted oxazole derivatives relevant to medicinal chemistry and agrochemical development. Bench-stable and amenable to purification by column chromatography, it functions efficiently in multi-step synthetic sequences.

General Information

CAS No. 1060816-22-9
Cat. No. CS-W018559
Purity ≥95%
MDL No. MFCD09743496
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO₃
Molecular Weight 220.02
Synonym(s) Ethyl 2-broMo-oxazol-5-carboxylate
SMILES BrC1=NC=C(O1)C(=O)OCC

Computational Chemistry Data

TPSA 52.33
LogP 1.6138
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Key Words

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Ethyl 2-bromooxazole-5-carboxylate

CAS No. 1060816-22-9

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