Lot numbers can be found on the outside label of a product:
Ethyl 2-bromothiazole-5-carboxylate
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CAS No. 41731-83-3
- Cat. No. CS-W002625
- Purity≥97%
- MDL No.MFCD00463837
*For research and further manufacturing use only, not for direct human use.
Structure of 41731-83-3
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General Information
- CAS No. 41731-83-3
- Cat. No. CS-W002625
- Purity ≥97%
- MDL No. MFCD00463837
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₆BrNO₂S
- Molecular Weight 236.09
- Synonym(s) None
- SMILES CCOC(C(S1)=CN=C1Br)=O
Description
Ethyl 2-bromothiazole-5-carboxylate features a brominated thiazole core that enables direct functionalization in cross-coupling reactions. The ester group enhances solubility and reactivity, while the electron-deficient heterocycle facilitates palladium-catalyzed transformations. This bench-stable reagent integrates efficiently into synthetic sequences requiring halogenated heterocyclic building blocks.
Application
Ethyl 2-bromothiazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine substituent. The thiazole core provides robust stability and compatibility with diverse functional groups, facilitating efficient derivatization for medicinal chemistry applications. Its bench-stable nature and straightforward purification support scalable synthesis workflows.
Synthesis
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Route1
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In-stock
32955-21-8 - ~48%
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In-stock
41731-83-3
References
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Hiraoka, Shuichi; Okuno, Erika; Tanaka, Takaaki; Shiro, Motoo; Shionoya, Mitsuhiko Journal of the American Chemical Society, 2008 , vol. 130, # 28 p. 9089 - 9098
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Route2
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In-stock
32955-21-8
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12775-96-1 - ~52%
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In-stock
41731-83-3
References
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The Trustees of Princeton University; Eli Lilly and Company Patent: US6066639 A1, 2000 ;
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References
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Dunst, Cora; Knochel, Paul Journal of Organic Chemistry, 2011 , vol. 76, # 16 p. 6972 - 6978
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H317
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Precautionary Statements : P261-P272-P280-P302+P352-P363-P501
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Quality Control
Computational Chemistry Data
- TPSA 39.19
- LogP 2.0823
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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