Methyl 6-methoxy-1H-indole-5-carboxylate

Base Information

• Chemical Name: Methyl 6-methoxy-1H-indole-5-carboxylate
• CAS No.: 251107-30-9
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.21000
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20697537
• Wikidata: Q82627458
• Mol file: 251107-30-9.mol

Synonyms:METHYL 6-METHOXY-1H-INDOLE-5-CARBOXYLATE;251107-30-9;6-methoxy-1H-indole-5-carboxylic acid methyl ester;DTXSID20697537;BKA10730;MFCD11976068;AKOS016009794;CS-W005901;DS-6444;AC-27733;FT-0747666;C74300;EN300-304169;A855080;5-Amino-1-(4-chlorolphenyl)-3-methyl-1H-pyrazole-4-carbonitrile

Chemical Property of Methyl 6-methoxy-1H-indole-5-carboxylate

Chemical Property:

• Boiling Point: 376.3±22.0 °C(Predicted)
• PKA: 16.31±0.30(Predicted)
• PSA: 51.32000
• Density: 1.253±0.06 g/cm3(Predicted)
• LogP: 1.96310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

methyl6-methoxy-1H-indole-5-carboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=CNC2=C1)C(=O)OC

Technology Process of Methyl 6-methoxy-1H-indole-5-carboxylate

There total 3 articles about Methyl 6-methoxy-1H-indole-5-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: 55.0%

methyl 4-amino-2-methoxy-5-((trimethylsilyl)ethynyl)benzoate → 5-methoxycarbonyl-6-methoxyindole (251107-30-9)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl-formamide; for 1h; Reflux;

Reference yield:

methyl 4-amino-5-iodo-2-methoxybenzoate (137832-56-5) → 5-methoxycarbonyl-6-methoxyindole (251107-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 6 h

2: copper(l) iodide / N,N-dimethyl-formamide / 1 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide;

Reference yield:

Methyl 4-amino-2-methoxybenzoate (27492-84-8) → 5-methoxycarbonyl-6-methoxyindole (251107-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Iodine monochloride / methanol / 1 h

2: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 6 h

3: copper(l) iodide / N,N-dimethyl-formamide / 1 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Iodine monochloride; triethylamine; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

methyl 4-amino-5-iodo-2-methoxybenzoate

Methyl 4-amino-2-methoxybenzoate

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