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

Name: Ethyl 5-bromo-4-methylthiazole-2-carboxylate
Brand: ChemScene
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CAS No. 79247-80-6
Cat. No. CS-0187846
Molecule weight250.11
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 5-bromo-4-methylthiazole-2-carboxylate|CS-0187846

Structure of 79247-80-6

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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

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.

Synthesis

Route1
- In-stock
  
  7210-73-3
- ~49%
- In-stock
  
  79247-80-6
References
- PFIZER INC.; BUNNAGE, Mark, Edward; COOK, Andrew, Simon; CUI, Jingrong, Jean; DACK, Kevin, Neil; DEAL, Judith, Gail; GU, Danlin; HE, Mingying; JOHNSON, Patrick, Stephen; JOHNSON, Ted, William; LE, Phuong, Thi, Quy; PALMER, Cynthia, Louise; SHEN, Hong Patent: WO2011/138751 A2, 2011 ; Location in patent: Page/Page column 102 ;
Route2
- 79247-78-2
- 64-17-5
- 124-38-9
- ~%
- In-stock
  
  79247-80-6
References
- Kaye, Perry T.; Meakins, G. Denis; Willbe, Charles; Williams, Peter R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 2335 - 2339

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

Quality Control

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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 5-bromo-4-methylthiazole-2-carboxylate

CAS No. 79247-80-6

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