Lot numbers can be found on the outside label of a product:
Methyl 6-methyl-1H-indole-3-carboxylate
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CAS No. 163083-65-6
- Cat. No. CS-0048924
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 163083-65-6
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General Information
- CAS No. 163083-65-6
- Cat. No. CS-0048924
- Purity ≥98%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₁NO₂
- Molecular Weight 189.21
- Synonym(s) 1H-Indole-3-carboxylic acid, 6-Methyl-, Methyl ester
- SMILES COC(=O)C1=CNC2=C1C=CC(C)=C2
Description
Methyl 6-methyl-1H-indole-3-carboxylate features a sterically hindered indole core with a methyl group at the 6-position, enhancing stability and modulating electronic properties. The ester functionality enables direct use in cross-coupling reactions or hydrolysis to the carboxylic acid. This compound serves as a key intermediate in bioactive molecule synthesis, particularly in pharmaceutical and agrochemical scaffolds.
Application
Methyl 6-methyl-1H-indole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, offering a robust indole scaffold with orthogonal functional handles. The methyl ester enables straightforward derivatization via hydrolysis or nucleophilic substitution, while the 6-methyl group provides steric and electronic modulation. This compound exhibits excellent bench stability and facilitates efficient coupling reactions, making it well-suited for medicinal chemistry campaigns and API intermediate development.
Synthesis
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Route1
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163083-64-5 - ~85%
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In-stock
163083-65-6
References
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Hirano, Satoshi; Akai, Ritsuko; Shinoda, Yoshihiko; Nakatsuka, Shin-ichi Heterocycles, 1995 , vol. 41, # 2 p. 255 - 258
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Route2
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In-stock
942-24-5 - ~%
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In-stock
163083-65-6
References
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Hirano, Satoshi; Akai, Ritsuko; Shinoda, Yoshihiko; Nakatsuka, Shin-ichi Heterocycles, 1995 , vol. 41, # 2 p. 255 - 258
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Route3
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155134-26-2
- ~%
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In-stock
163083-65-6
References
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Hirano, Satoshi; Akai, Ritsuko; Shinoda, Yoshihiko; Nakatsuka, Shin-ichi Heterocycles, 1995 , vol. 41, # 2 p. 255 - 258
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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 : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 42.09
- LogP 2.26292
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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