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

Name: Ethyl 2-bromo-5-methylthiazole-4-carboxylate
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CAS No. 56355-62-5
Cat. No. CS-0159178
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 2-bromo-5-methylthiazole-4-carboxylate|CS-0159178

Structure of 56355-62-5

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General Information

CAS No. 56355-62-5
Cat. No. CS-0159178
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrNO₂S
Molecular Weight 250.11
Synonym(s) methyl 2-(2-bromo-5-methyl-1,3-thiazol-4-yl)acetate
SMILES O=C(C1=C(C)SC(Br)=N1)OCC

Description

Ethyl 2-bromo-5-methylthiazole-4-carboxylate features a reactive bromine at the 2-position and a methyl group at the 5-position, enabling selective functionalization in heterocyclic synthesis. This bench-stable, moisture-tolerant reagent integrates readily into cross-coupling protocols and serves as a key intermediate for thiazole-based pharmaceuticals and agrochemicals.

Application

Ethyl 2-bromo-5-methylthiazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions and nucleophilic substitution processes. The bromo group at the 2-position provides high reactivity in standard coupling protocols, while the ester functionality supports further derivatization. Bench-stable and compatible with diverse functional groups, it facilitates efficient access to substituted thiazole scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
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References
- Barton, Anne; Breukelman, Stephen P.; Kaye, Perry T.; Meakins, G. Denis; Morgan, David J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 159 - 164

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 2.39072
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 2-bromo-5-methylthiazole-4-carboxylate

CAS No. 56355-62-5

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