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CS-W001157 4
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Ethyl 5-bromothiazole-4-carboxylate

  • CAS No. 61830-23-7

  • Cat. No. CS-W003742
  • Purity≥97%
  • MDL No.MFCD10699175

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

Ethyl 5-bromothiazole-4-carboxylate|CS-W003742

Structure of 61830-23-7

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General Information

  • CAS No. 61830-23-7
  • Cat. No. CS-W003742
  • Purity ≥97%
  • MDL No. MFCD10699175
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO₂S
  • Molecular Weight 236.09
  • Synonym(s) Ethyl 5-Bromo-4-thiazolecarboxylate
  • SMILES CCOC(=O)c1ncsc1Br

Description

Ethyl 5-bromothiazole-4-carboxylate features a brominated thiazole core with a carboxylate ester handle, enabling direct incorporation into cross-coupling and functionalization cascades. The electron-deficient heterocycle facilitates palladium-mediated transformations, while the ethyl ester offers tunable reactivity and stability under standard conditions.

Application

Ethyl 5-bromothiazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The ethyl ester group facilitates subsequent hydrolysis or derivatization, while the thiazole core provides structural rigidity and favorable electronic properties for medicinal chemistry applications. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 20, p. 572 - 576
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 20, p. 572 - 576

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

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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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