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Methyl 5-bromothiazole-2-carboxylate

  • CAS No. 1209458-91-2

  • Cat. No. CS-0044372
  • Purity≥97%
  • MDL No.MFCD14702819

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

Methyl 5-bromothiazole-2-carboxylate|CS-0044372

Structure of 1209458-91-2

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General Information

  • CAS No. 1209458-91-2
  • Cat. No. CS-0044372
  • Purity ≥97%
  • MDL No. MFCD14702819
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNO₂S
  • Molecular Weight 222.06
  • Synonym(s) 2-Thiazolecarboxylic acid, 5-bromo-, methyl ester
  • SMILES O=C(C1=NC=C(Br)S1)OC

Description

Methyl 5-bromothiazole-2-carboxylate features a brominated thiazole core that enables direct functionalization in cross-coupling reactions. The ester group enhances solubility and stability, facilitating integration into synthetic pathways for bioactive heterocycles. This bench-stable reagent serves as a key intermediate in medicinal chemistry and materials science applications.

Application

Methyl 5-bromothiazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine substituent. The methyl ester functionality offers compatibility with standard hydrolysis and derivatization protocols, facilitating access to carboxylic acid intermediates. Its bench-stable nature and predictable reactivity make it ideal for constructing thiazole-based scaffolds in medicinal chemistry and materials science applications.

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   39.19
  • LogP   1.6922
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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