Ethyl 5-bromo-4-methylthiazole-2-carboxylate

Name: Ethyl 5-bromo-4-methylthiazole-2-carboxylate
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CAS No. 79247-80-6
Cat. No. CS-0187846
Purity≥95%
MDL No.None

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Ethyl 5-bromo-4-methylthiazole-2-carboxylate|CS-0187846

Structure of 79247-80-6

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Description

Ethyl 5-bromo-4-methylthiazole-2-carboxylate features a brominated thiazole core with a methyl group at the 4-position and an ethyl ester at C2, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient thiazole ring facilitates cross-coupling reactions, while the ester group provides a handle for derivatization under standard conditions.

Application

Ethyl 5-bromo-4-methylthiazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo functionality. The ester group facilitates downstream transformations, while the methylthiazole core provides structural rigidity and metabolic stability. This compound exhibits excellent bench stability, simplifies purification, and demonstrates broad functional group tolerance, making it ideal for constructing thiazole-based scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 79247-80-6
Cat. No. CS-0187846
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrNO₂S
Molecular Weight 250.11
Synonym(s) 5-bromo-4-methyl-thiazole-2-carboxylic acid ethyl ester
SMILES CCOC(=O)C1=NC(=C(Br)S1)C

Computational Chemistry Data

TPSA 39.19
LogP 2.39072
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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
Precautionary Statements : P261-P280-P304+P340

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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Ethyl 5-bromo-4-methylthiazole-2-carboxylate

CAS No. 79247-80-6

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