Ethyl 5-ethoxy-1H-indole-2-carboxylate

Name: Ethyl 5-ethoxy-1H-indole-2-carboxylate
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CAS No. 16382-17-5
Cat. No. CS-0054227
Purity≥97%
MDL No.None

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Ethyl 5-ethoxy-1H-indole-2-carboxylate|CS-0054227

Structure of 16382-17-5

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General Information

CAS No. 16382-17-5
Cat. No. CS-0054227
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₅NO₃
Molecular Weight 233.26
Synonym(s) 5-ETHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER
SMILES O=C(C(N1)=CC2=C1C=CC(OCC)=C2)OCC

Description

Ethyl 5-ethoxy-1H-indole-2-carboxylate features a bench-stable indole core with a strategically positioned ethoxy group at the 5-position, enhancing solubility and reactivity. The ester functionality enables straightforward derivatization, facilitating access to diverse indole-based scaffolds in medicinal chemistry and materials science applications.

Application

Ethyl 5-ethoxy-1H-indole-2-carboxylate serves as a versatile building block for indole-based heterocycles, enabling efficient access to substituted indoles via hydrolysis, decarboxylation, or cross-coupling reactions. The ethoxy group at the C5 position enhances solubility and stability, while the ester functionality supports diverse transformations under standard conditions. Its bench-stable nature and compatibility with palladium-catalyzed coupling protocols make it ideal for medicinal chemistry and process development workflows.

Synthesis

Route1
- 16382-12-0
- ~%
- In-stock
  
  16382-17-5
References
- Hughes; Lions Journal and Proceedings of the Royal Society of New South Wales, 1937 , vol. 71, p. 475,482 Full Text Show Details Rydon; Siddappa Journal of the Chemical Society, 1951 , p. 2462,2466

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 51.32
LogP 2.7433
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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Ethyl 5-ethoxy-1H-indole-2-carboxylate

CAS No. 16382-17-5

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