Lot numbers can be found on the outside label of a product:
Methyl 2-methyl-1H-indole-4-carboxylate
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CAS No. 34058-51-0
- Cat. No. CS-0049161
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 34058-51-0
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General Information
- CAS No. 34058-51-0
- Cat. No. CS-0049161
- Purity ≥96%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₁NO₂
- Molecular Weight 189.21
- Synonym(s) 2-Methyl-1H-indole-4-carboxylic acid Methyl ester
- SMILES COC(=O)C1=CC=CC2=C1C=C(C)N2
Description
Methyl 2-methyl-1H-indole-4-carboxylate features a sterically hindered indole core with a strategically positioned methyl group at the 2-position, enhancing stability and modulating electronic properties. The ester functionality enables direct incorporation into Suzuki-Miyaura coupling reactions or derivatization under mild conditions. This compound serves as a key scaffold for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active agents.
Application
Methyl 2-methyl-1H-indole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C4 position via cross-coupling and electrophilic substitution. The methyl group at C2 enhances regioselectivity, while the ester functionality offers straightforward derivatization. Bench-stable and compatible with standard purification methods, it facilitates efficient access to indole-based scaffolds relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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473575-38-1 - ~61%
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In-stock
34058-51-0
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In-stock
184150-96-7
References
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Miyata, Okiko; Takeda, Norihiko; Naito, Takeaki Heterocycles, 2002 , vol. 57, # 6 p. 1101 - 1107
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Route2
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In-stock
412048-77-2 - ~%
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In-stock
34058-51-0
References
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ZHOU, Han-Jie; PARLATI, Francesco; WUSTROW, David Patent: WO2014/15291 A1, 2014 ;
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Route3
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1232861-11-8 - ~%
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In-stock
34058-51-0
References
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ZHOU, Han-Jie; PARLATI, Francesco; WUSTROW, David Patent: WO2014/15291 A1, 2014 ;
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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-H317
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Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501
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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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