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CS-W001157 4
Total: USD 88.00

4-Thiazolecarboxylic acid, 2-bromo-, ethyl ester

  • CAS No. 100367-77-9

  • Cat. No. CS-W009137
  • Purity≥96%
  • MDL No.MFCD03788564

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

4-Thiazolecarboxylic acid, 2-bromo-, ethyl ester|CS-W009137

Structure of 100367-77-9

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General Information

  • CAS No. 100367-77-9
  • Cat. No. CS-W009137
  • Purity ≥96%
  • MDL No. MFCD03788564
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO₂S
  • Molecular Weight 236.09
  • Synonym(s) ethyl 2-bromo-1,3-thiazole-4-carboxylate
  • SMILES O=C(C1=CSC(Br)=N1)OCC

Description

Ethyl 2-bromothiazole-4-carboxylate features a brominated thiazole core that enables direct functionalization in cross-coupling reactions. The ethyl ester group provides synthetic versatility, facilitating subsequent transformations into carboxylic acids or amides. This bench-stable reagent integrates readily into heterocyclic synthesis workflows.

Application

Ethyl 2-bromothiazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to thiazole-based scaffolds via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates reliable functionalization under standard coupling conditions, while the ester group offers compatibility with subsequent transformations. Its bench-stable nature and predictable reactivity make it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Houssin, Raymond; Pommery, Jean; Salauen, Marie-Catherine; Deweer, Sophie; Goossens, Jean-Francois; Chavatte, Philippe; Henichart, Jean-Pierre Journal of Medicinal Chemistry, 2002 , vol. 45, # 2 p. 533 - 536
  • Route2
    • null|null
      70-23-5
    • null|null
      17356-08-0
    • ~49%
    • In-stock
      4-Thiazolecarboxylic acid, 2-bromo-, ethyl ester|CS-W009137
      100367-77-9

    References

    • Wipf, Peter; Wang, Zhiyong Organic Letters, 2007 , vol. 9, # 8 p. 1605 - 1607
  • Route3
    • null|null
      70-23-5
    • ~%
    • In-stock
      4-Thiazolecarboxylic acid, 2-bromo-, ethyl ester|CS-W009137
      100367-77-9

    References

    • Journal of Medicinal Chemistry, , vol. 45, # 2 p. 533 - 536

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

Quality Control

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   2.0823
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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