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

Name: Methyl 5-bromo-2-chlorothiazole-4-carboxylate
Brand: ChemScene
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CAS No. 1784255-01-1
Cat. No. CS-0150906
Purity≥98%
MDL No.MFCD27922923

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FedEx Limited Quantities Ground	$0.00
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Methyl 5-bromo-2-chlorothiazole-4-carboxylate|CS-0150906

Structure of 1784255-01-1

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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.

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

Computational Chemistry Data

TPSA 39.19
LogP 2.3456
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

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

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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

CAS No. 1784255-01-1

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