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Methyl 5-bromo-2-chlorothiazole-4-carboxylate

  • CAS No. 1784255-01-1

  • Cat. No. CS-0150906
  • Purity≥98%
  • MDL No.MFCD27922923

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

Methyl 5-bromo-2-chlorothiazole-4-carboxylate|CS-0150906

Structure of 1784255-01-1

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General Information

  • CAS No. 1784255-01-1
  • Cat. No. CS-0150906
  • Purity ≥98%
  • MDL No. MFCD27922923
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrClNO₂S
  • Molecular Weight 256.50
  • Synonym(s) 5-Bromo-2-chloro-thiazole-4-carboxylic acid methyl ester
  • SMILES COC(=O)C1=C(Br)SC(=N1)Cl

Description

Methyl 5-bromo-2-chlorothiazole-4-carboxylate features a fused thiazole core with complementary halogen substituents at the 5- and 2-positions, enabling selective cross-coupling and functionalization. The methyl ester group provides enhanced solubility and reactivity in transition-metal-catalyzed transformations. This bench-stable, moisture-tolerant building block integrates efficiently into complex heterocyclic architectures under standard conditions.

Application

Methyl 5-bromo-2-chlorothiazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromo and chloro substituents. The methyl ester group facilitates downstream functionalization, while the thiazole core provides structural rigidity and electronic properties valuable in medicinal chemistry. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for modular synthesis of complex scaffolds.

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   2.3456
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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