ethyl 1,3-dimethyl-1H-indole-2-carboxylate

Base Information

• Chemical Name: ethyl 1,3-dimethyl-1H-indole-2-carboxylate
• CAS No.: 61838-90-2
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.268
• DSSTox Substance ID: DTXSID70406454
• Wikidata: Q82211423
• Mol file: 61838-90-2.mol

Synonyms:ethyl 1,3-dimethyl-1H-indole-2-carboxylate;61838-90-2;Ethyl 1,3-dimethylindole-2-carboxylate;SCHEMBL7878088;DTXSID70406454;MFCD02940967;AKOS004119398;LS-04565;CS-0322804

Chemical Property of ethyl 1,3-dimethyl-1H-indole-2-carboxylate

Chemical Property:

• PSA: 31.23000
• LogP: 2.66340
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 217.110278721
• Heavy Atom Count: 16
• Complexity: 267

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 1,3-dimethyl-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C2=CC=CC=C2N1C)C

Technology Process of ethyl 1,3-dimethyl-1H-indole-2-carboxylate

There total 9 articles about ethyl 1,3-dimethyl-1H-indole-2-carboxylate 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: 90.4%

ethyl 3-methyl-indole-2-carboxylate (26304-51-8) + methyl iodide (74-88-4) → ethyl 1,3-dimethyl-1H-indole-2-carboxylate (61838-90-2)

Guidance literature:

ethyl 3-methyl-indole-2-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1248/cpb.47.1538

Reference yield:

Aethyl-2-(N-methylanilino)-acetoacetat (61838-82-2) → ethyl 1,3-dimethyl-1H-indole-2-carboxylate (61838-90-2)

Guidance literature:

With Amberlyst 15H (dry form); In toluene; for 0.75h; Reflux;

DOI:10.1002/ejoc.202000845

Reference yield:

N-methylaniline (100-61-8) → ethyl 1,3-dimethyl-1H-indole-2-carboxylate (61838-90-2)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 0.1 h / 20 °C

2: water / methanol; acetone / 12 h / 45 °C

3: Amberlyst 15H (dry form) / toluene / 0.75 h / Reflux

With water; In methanol; acetone; toluene;

DOI:10.1002/ejoc.202000845

upstream raw materials:

ethyl 3-methyl-indole-2-carboxylate

methyl iodide

2-phenylhydrazono-butyric acid ethyl ester

ethyl 2-ethyl-3-oxobutanoate