Ethyl 4-bromo-1,3-thiazole-2-carboxylate

Name: Ethyl 4-bromo-1,3-thiazole-2-carboxylate
Brand: ChemScene
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CAS No. 959755-96-5
Cat. No. CS-0049473
Purity≥96%
MDL No.None

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Ethyl 4-bromo-1,3-thiazole-2-carboxylate|CS-0049473

Structure of 959755-96-5

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General Information

CAS No. 959755-96-5
Cat. No. CS-0049473
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO₂S
Molecular Weight 236.09
Synonym(s) Ethyl 4-bromothiazole-2-carboxylate
SMILES CCOC(=O)C1=NC(Br)=CS1

Description

Ethyl 4-bromo-1,3-thiazole-2-carboxylate features a brominated thiazole ring enabling direct functionalization in cross-coupling reactions. The ester group provides synthetic versatility, while the electron-deficient heterocycle enhances reactivity in palladium-catalyzed transformations. This bench-stable reagent integrates readily into complex molecule assembly.

Application

Ethyl 4-bromo-1,3-thiazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The molecule exhibits bench stability and facilitates efficient functionalization at the C4 position, making it valuable for constructing thiazole-based scaffolds in medicinal chemistry and agrochemical research. Its ethyl ester group supports further derivatization, enhancing utility in multi-step synthetic sequences.

Synthesis

Route1
- 105-58-8
- ~50%
- In-stock
  
  959755-96-5
References
- GALAPAGOS N.V. Patent: WO2007/138072 A2, 2007 ; Location in patent: Page/Page column 81 ;

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

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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Ethyl 4-bromo-1,3-thiazole-2-carboxylate

CAS No. 959755-96-5

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