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CS-W001157 4
Total: USD 88.00

2-Bromo-1,3-thiazole-5-carboxylic acid methyl ester

  • CAS No. 54045-74-8

  • Cat. No. CS-D1612
  • Purity≥97%
  • MDL No.MFCD03788565

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

2-Bromo-1,3-thiazole-5-carboxylic acid methyl ester|CS-D1612

Structure of 54045-74-8

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General Information

  • CAS No. 54045-74-8
  • Cat. No. CS-D1612
  • Purity ≥97%
  • MDL No. MFCD03788565
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrNO₂S
  • Molecular Weight 222.06
  • Synonym(s) 2-Bromo-5-(methoxycarbonyl)thiazole; 2-Bromothiazole-5-carboxylic acid methyl ester; Methyl 2-bromo-thiazole-5-carboxylate
  • SMILES O=C(C1=CN=C(Br)S1)OC

Description

2-Bromo-1,3-thiazole-5-carboxylic acid methyl ester features a brominated thiazole core with a carboxylate ester handle, enabling direct functionalization in cross-coupling and heterocyclic elaboration. The electron-deficient ring facilitates nucleophilic substitution, while the methyl ester offers synthetic flexibility for downstream derivatization under standard conditions.

Application

2-Bromo-1,3-thiazole-5-carboxylic acid methyl ester serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant thiazole scaffolds. The bromo group facilitates efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the ester functionality offers compatibility with a range of transformations including hydrolysis and nucleophilic substitution. Its bench-stable nature and predictable reactivity make it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

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   1.6922
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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