ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate

Base Information

• Chemical Name: ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate
• CAS No.: 59908-53-1
• Molecular Formula: C12H12ClNO2
• Molecular Weight: 237.68218
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60397908
• Wikidata: Q82199562
• Mol file: 59908-53-1.mol

Synonyms:ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate;59908-53-1;1H-Indole-2-carboxylic acid, 5-chloro-1-methyl-, ethyl ester;ethyl 5-chloro-1-methylindole-2-carboxylate;SCHEMBL1253237;DTXSID60397908;GECRCAVZSPCTDM-UHFFFAOYSA-N;STK086111;AKOS005393068;FT-0743272;ethyl 5-chloro-1-methyl-indole-2-carboxylate;5-chloro-1-methyl-1H-indole-2-carboxylic acid ethyl ester

Chemical Property of ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate

Chemical Property:

• PSA: 31.23000
• LogP: 3.00840
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 237.0556563
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl5-chloro-1-methyl-1H-indole-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(N1C)C=CC(=C2)Cl

Technology Process of ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate

There total 8 articles about ethyl 5-chloro-1-methyl-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: 94.0%

5-chloro-indole-2-carboxylic acid ethyl ester (4792-67-0) + methyl iodide (74-88-4) → 5-chloro-1-methyl-1H-indole-2-carboxylic acid (59908-47-3) + ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate (59908-53-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.08.034

Reference yield: 80.0%

5-chloro-indole-2-carboxylic acid ethyl ester (4792-67-0) + methyl iodide (74-88-4) → ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate (59908-53-1)

Guidance literature:

Reference yield:

methyl iodide (74-88-4) → ethyl 5-chloro-1-methyl-1H-indole-2-carboxylate (59908-53-1)

Guidance literature:

5-chloro-indole-2-carboxylic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; for 0.166667h;

methyl iodide; In N,N-dimethyl-formamide; for 22h;

upstream raw materials:

5-chloro-indole-2-carboxylic acid ethyl ester

methyl iodide

methyl p-toluene sulfonate

4-chloro-aniline

Downstream raw materials:

C₂₄H₂₁ClNO₃P

C₂₈H₃₅ClNO₄P

5-chloro-1-methyl-1H-indole-2-carbaldehyde