Lot numbers can be found on the outside label of a product:
Ethyl 5-bromo-1H-indole-7-carboxylate
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CAS No. 1065181-58-9
- Cat. No. CS-W000050
- Purity≥95%
- MDL No.MFCD21608002
*For research and further manufacturing use only, not for direct human use.
Structure of 1065181-58-9
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General Information
- CAS No. 1065181-58-9
- Cat. No. CS-W000050
- Purity ≥95%
- MDL No. MFCD21608002
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₀BrNO₂
- Molecular Weight 268.11
- Synonym(s) 1H-Indole-7-carboxylic acid, 5-bromo-, ethyl ester
- SMILES CCOC(=O)c1cc(Br)cc2cc[nH]c12
Description
Ethyl 5-bromo-1H-indole-7-carboxylate features a brominated indole core with a strategically positioned ester group, enabling direct incorporation into cross-coupling reactions. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the ethyl ester offers tunable functionality for downstream derivatization. This bench-stable reagent facilitates efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science.
Application
Ethyl 5-bromo-1H-indole-7-carboxylate serves as a versatile building block for the synthesis of substituted indole derivatives. The bromo group at the 5-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective transformations. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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1065181-56-7 - ~67%
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In-stock
1065181-58-9
References
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WO2008/118724 A1, ; Page/Page column 66-67 ; WO 2008/118724 A1
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Route2
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In-stock
496-15-1 - ~%
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In-stock
1065181-58-9
References
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WO2008/118724 A1, ; WO 2008/118724 A1
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Route3
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143262-10-6 - ~%
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In-stock
1065181-58-9
References
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WO2008/118724 A1, ; WO 2008/118724 A1
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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 : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 42.09
- LogP 3.1071
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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