Ethyl 2-(1-methyl-1H-indol-3-yl)acetate

Base Information

• Chemical Name: Ethyl 2-(1-methyl-1H-indol-3-yl)acetate
• CAS No.: 56999-62-3
• Molecular Formula: C13H15 N O2
• Molecular Weight: 217.268
• Hs Code.: 2933990090
• NSC Number: 165219
• DSSTox Substance ID: DTXSID00304272
• Nikkaji Number: J3.403.506G
• Wikidata: Q82050094
• Mol file: 56999-62-3.mol

Synonyms:Ethyl 2-(1-methyl-1H-indol-3-yl)acetate;56999-62-3;1-methylindole-3-acetic acid ethyl ester;ethyl 2-(1-methylindol-3-yl)acetate;NSC165219;SCHEMBL4208833;DTXSID00304272;AKOS005258775;NSC-165219;CS-0453680;M-3992

Chemical Property of Ethyl 2-(1-methyl-1H-indol-3-yl)acetate

Chemical Property:

• Vapor Pressure: 5.71E-05mmHg at 25°C
• Boiling Point: 346.6°Cat760mmHg
• Flash Point: 163.4°C
• PSA: 31.23000
• Density: 1.09g/cm³
• LogP: 2.28390
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 217.110278721
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99%min ^*data from raw suppliers

Ethyl2-(1-methyl-1H-indol-3-yl)acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CN(C2=CC=CC=C21)C

Technology Process of Ethyl 2-(1-methyl-1H-indol-3-yl)acetate

There total 16 articles about Ethyl 2-(1-methyl-1H-indol-3-yl)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

diazoacetic acid ethyl ester (623-73-4) + 1-methylindole (603-76-9) → ethyl 2-(1-methyl-1H-indol-3-yl)acetate (56999-62-3) + C13H15NO2 (1646144-99-1)

Guidance literature:

With hydrotris(3,4,5-tribromo)pyrazolylborate Cu(NCMe); silica gel; In dichloromethane; at 20 ℃; for 1h; Reagent/catalyst; Time; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201400097

Reference yield: 83.0%

diazoacetic acid ethyl ester (623-73-4) + 1-methylindole (603-76-9) → ethyl 2-(1-methyl-1H-indol-3-yl)acetate (56999-62-3)

Guidance literature:

With E_. coli harboring cytochrome P₄₅₀-BM₃ mutated variant P_411BM3-CIS V₈₇T H₉₂F L₁₈₁G N₂₀₁S L₂₁₅Q I₂₆₃M V₂₈₁L T₄₃₈C K₄₇₂T N₅₇₃D F₆₄₆S Q₆₇₄*; In aq. phosphate buffer; ethanol; dimethyl sulfoxide; at 20 ℃; for 18h; pH=7.4; Reagent/catalyst; Catalytic behavior; Inert atmosphere; Sealed tube; Enzymatic reaction;

DOI:10.1021/jacs.9b02931

Reference yield: 80.0%

ethyl 3-indoleacetate (778-82-5) + methyl iodide (74-88-4) → ethyl 2-(1-methyl-1H-indol-3-yl)acetate (56999-62-3)

Guidance literature:

ethyl 3-indoleacetate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.75h;

methyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jacs.5b10221

upstream raw materials:

diazoacetic acid ethyl ester

1-methylindole

ethyl 4,4-dimethoxybutyrate

1-Methyl-1-phenylhydrazine

Downstream raw materials:

3-(2-hydroxyethyl)-1-methylindole

2-(1-methyl-1H-indol-3-yl)acetic acid

ethyl 2-(1-methyl-1H-indol-3-yl)-3-(4-(trifluoromethyl)phenyl)-3-oxopropanoate

Refernces

• 1、 Knorrscheidt, Anja,Püllmann, Pascal,Schell, Eugen,Homann, Dominik,Freier, Erik,Weissenborn, Martin J.. "Identification of Novel Unspecific Peroxygenase Chimeras and Unusual YfeX Axial Heme Ligand by a Versatile High-Throughput GC-MS Approach". . p. 4788 - 4795. Retrieved 2020/07/21.
• 2、 Hock, Katharina J.,Knorrscheidt, Anja,Hommelsheim, Renè,Ho, Junming,Weissenborn, Martin J.,Koenigs, Rene M.. "Tryptamine Synthesis by Iron Porphyrin Catalyzed C?H Functionalization of Indoles with Diazoacetonitrile". supporting information. p. 3630 - 3634. Retrieved 2019/02/13.