methyl 5,6-dimethoxy-1H-indole-2-carboxylate

Base Information

• Chemical Name: methyl 5,6-dimethoxy-1H-indole-2-carboxylate
• CAS No.: 28059-24-7
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.24
• Hs Code.: 2933990090
• European Community (EC) Number: 964-655-2
• DSSTox Substance ID: DTXSID60406443
• Nikkaji Number: J2.475.486C
• Wikidata: Q82211400
• Mol file: 28059-24-7.mol

Synonyms:methyl 5,6-dimethoxy-1H-indole-2-carboxylate;28059-24-7;methyl 5,6-dimethoxyindole-2-carboxylate;MFCD07364623;1H-Indole-2-carboxylic acid, 5,6-dimethoxy-, methyl ester;Methyl5,6-Dimethoxyindole-2-carboxylate;SCHEMBL6514324;DTXSID60406443;SBCKSKZNFJUHAQ-UHFFFAOYSA-N;AKOS004119769;AS-43604;SY039821;BB 0254468;CS-0217638;FT-0679348;EN300-80480;A923989;5,6-dimethoxyindole-2-carboxylic acid methyl ester;Z1222331970

Chemical Property of methyl 5,6-dimethoxy-1H-indole-2-carboxylate

Chemical Property:

• Vapor Pressure: 2.69E-06mmHg at 25°C
• Melting Point: 167-168 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 390.2oC at 760 mmHg
• PKA: 14.90±0.30(Predicted)
• Flash Point: 189.8oC
• PSA: 60.55000
• Density: 1.252g/cm3
• LogP: 1.97170
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 235.08445790
• Heavy Atom Count: 17
• Complexity: 284

Purity/Quality:

97% ^*data from raw suppliers

Methyl 5,6-dimethoxy-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=C(N2)C(=O)OC)OC

Technology Process of methyl 5,6-dimethoxy-1H-indole-2-carboxylate

There total 16 articles about methyl 5,6-dimethoxy-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: 89.0%

methyl 3-(2-amino-4,5-dimethoxyphenyl)-2-bromoacrylate → methyl 5,6-dimethoxy-1H-indole-2-carboxylate (28059-24-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide; potassium carbonate; In 1,4-dioxane; for 3h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2013.10.048

Reference yield: 88.0%

2-azido-3-(3',4'-dimethoxyphenyl)acrylic acid methyl ester (157670-07-0) → methyl 5,6-dimethoxy-1H-indole-2-carboxylate (28059-24-7)

Guidance literature:

Rh₂(pbf)4; In toluene; at 40 ℃; for 16h;

DOI:10.1021/ja072219k

Reference yield: 86.0%

C12H13N3O4 → methyl 5,6-dimethoxy-1H-indole-2-carboxylate (28059-24-7)

Guidance literature:

With 5,10,15,20-tetrakis(pentafluorophenyl)-21H,23H-porphyrin iron(III) chloride; In 1,2-dichloro-ethane; for 16h; Molecular sieve; Reflux; Inert atmosphere;

DOI:10.1039/c0cc01825b

upstream raw materials:

methyl 2-azido-3-(3',4'-dimethoxyphenyl)-propenoate

Methyl azidoacetate

3,4-dimethoxy-benzaldehyde

2-azido-3-(3',4'-dimethoxyphenyl)acrylic acid methyl ester

Downstream raw materials:

5,6,7-trimethoxy-1H-indole-2-carboxylic acid methyl ester

(R)-6,7-Dimethoxy-1-methyl-2-((S)-1-phenyl-ethyl)-2,3,4,9-tetrahydro-1H-β-carboline

2-(5,6-Dimethoxy-1H-indol-3-yl)-2-oxo-N-((S)-1-phenyl-ethyl)-acetamide

[2-(5,6-Dimethoxy-1H-indol-3-yl)-ethyl]-((S)-1-phenyl-ethyl)-amine