Methyl 5-bromothiazole-4-carboxylate

Name: Methyl 5-bromothiazole-4-carboxylate
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CAS No. 913836-22-3
Cat. No. CS-W003498
Purity≥95%
MDL No.MFCD08275713

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 5-bromothiazole-4-carboxylate|CS-W003498

Structure of 913836-22-3

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General Information

CAS No. 913836-22-3
Cat. No. CS-W003498
Purity ≥95%
MDL No. MFCD08275713
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrNO₂S
Molecular Weight 222.06
Synonym(s) Methyl 5-bromo-4-thiazolecarboxylate
SMILES COC(=O)c1ncsc1Br

Description

Methyl 5-bromothiazole-4-carboxylate features a brominated thiazole core with a methyl ester at the 4-position, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient ring and pendant halogen facilitate cross-coupling reactions, while the ester group offers synthetic versatility in pharmaceutical and agrochemical derivatization.

Application

Methyl 5-bromothiazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The ester group offers synthetic handle for further functionalization, while the thiazole core provides metabolic stability and structural rigidity relevant to medicinal chemistry. Bench-stable and amenable to standard purification methods, it facilitates efficient access to complex thiazole-based scaffolds.

Synthesis

Route1
- In-stock
  
  850429-60-6
- ~54%
- In-stock
  
  913836-22-3
References
- CHUA, Peter C.; Haddach, Mustapha; Nagasawa, Johnny Y.; Pierre, Fabrice; Whitten, Jeffrey P. Patent: US2009/239859 A1, 2009 ; Location in patent: Page/Page column 138 ; US 20090239859 A1

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

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Computational Chemistry Data

TPSA 39.19
LogP 1.6922
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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Methyl 5-bromothiazole-4-carboxylate

CAS No. 913836-22-3

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