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Ethyl 2-bromooxazole-5-carboxylate

  • CAS No. 1060816-22-9

  • Cat. No. CS-W018559
  • Purity≥95%
  • MDL No.MFCD09743496

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

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

Structure of 1060816-22-9

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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

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.

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   52.33
  • LogP   1.6138
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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