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CS-W001157 4
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1-(2-Bromo-4-methylthiazol-5-yl)ethan-1-one

  • CAS No. 1093106-54-7

  • Cat. No. CS-0090425
  • Purity≥95%
  • MDL No.None

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

1-(2-Bromo-4-methylthiazol-5-yl)ethan-1-one|CS-0090425

Structure of 1093106-54-7

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General Information

  • CAS No. 1093106-54-7
  • Cat. No. CS-0090425
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNOS
  • Molecular Weight 220.09
  • Synonym(s) 1-(2-Bromo-4-methylthiazol-5-YL)ethanone
  • SMILES CC(C1=C(C)N=C(Br)S1)=O

Description

1-(2-Bromo-4-methylthiazol-5-yl)ethan-1-one features a brominated thiazole core paired with a ketone-functionalized ethyl side chain, enabling direct coupling in cross-coupling reactions. The electron-deficient thiazole ring enhances reactivity in palladium-catalyzed transformations, while the methyl group provides steric modulation. This scaffold integrates efficiently into complex heterocyclic architectures under standard conditions.

Application

1-(2-Bromo-4-methylthiazol-5-yl)ethan-1-one serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the thiazole C5 position. The bromo substituent facilitates palladium-catalyzed cross-coupling reactions, while the acetyl group provides a handle for further derivatization via condensation or reduction. Its bench-stable crystalline form and compatibility with standard reaction conditions make it well-suited for iterative synthesis of thiazole-based scaffolds in medicinal chemistry and process development workflows.

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   29.96
  • LogP   2.41662
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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