Lot numbers can be found on the outside label of a product:
Ethyl 2-methyl-1H-indole-3-carboxylate
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CAS No. 53855-47-3
- Cat. No. CS-W022663
- Purity≥97%
- MDL No.MFCD01863674
*For research and further manufacturing use only, not for direct human use.
Structure of 53855-47-3
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General Information
- CAS No. 53855-47-3
- Cat. No. CS-W022663
- Purity ≥97%
- MDL No. MFCD01863674
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₃NO₂
- Molecular Weight 203.24
- Synonym(s) Ethyl 2-Methylindole-3-Carboxylate
- SMILES O=C(C1=C(C)NC2=C1C=CC=C2)OCC
Description
Ethyl 2-methyl-1H-indole-3-carboxylate features a sterically hindered indole core with a strategically positioned ester group, enabling direct functionalization at the C3 position. This bench-stable scaffold integrates readily into synthetic sequences for pharmaceutical and agrochemical intermediates, offering high compatibility in cross-coupling and electrophilic substitution reactions.
Application
Ethyl 2-methyl-1H-indole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted indole scaffolds. Its ethyl ester functionality facilitates subsequent transformations such as hydrolysis, reduction, and coupling reactions, while the 2-methyl group enhances stability and directs electrophilic substitution. This compound exhibits excellent bench stability and compatibility with standard synthetic workflows, making it well-suited for medicinal chemistry and process development applications.
Synthesis
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Route1
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6078-46-2 - ~69%
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In-stock
53855-47-3
References
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Janssen RandD Ireland; Cooymans, Ludwig Paul; Demin, Samuël Dominique; Hu, Lili; Jonckers, Tim Hugo Maria; Raboisson, Pierre Jean-Marie Bernard; Tahri, Abdellah; Vendeville, Sandrine Marie Helene Patent: US2013/267555 A1, 2013 ; Location in patent: Paragraph 0168; 0171-0173 ;
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References
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Ali, Md Ashif; Punniyamurthy, Tharmalingam Synlett, 2011 , # 5 art. no. D26210ST, p. 623 - 626
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Route3
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6287-35-0 - ~69%
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In-stock
53855-47-3
References
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Neumann, Julia J.; Rakshit, Souvik; Droege, Thomas; Wuertz, Sebastian; Glorius, Frank Chemistry - A European Journal, 2011 , vol. 17, # 26 p. 7298 - 7303
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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 2.65302
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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