6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid

Base Information

• Chemical Name: 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid
• CAS No.: 1492896-47-5
• Molecular Formula: C₁₆H₁₃IN₂O₃
• Molecular Weight: 408.195
• Mol file: 1492896-47-5.mol

Synonyms:6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid

Chemical Property of 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid

There total 12 articles about 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid 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: 97.2%

methyl 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylate (1492896-32-8) → 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid (1492896-47-5)

Guidance literature:

methyl 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylate; With lithium hydroxide; In tetrahydrofuran; at 80 ℃; for 2h;

With hydrogenchloride; In water; under 5 Torr;

DOI:10.1021/jm5006176

Reference yield:

C21H21IN2O5 → 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid (1492896-47-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1089/ars.2013.5463

Reference yield:

methyl 4-(dimethylamino)-2-hydroxy-5-iodobenzoate (1143579-89-8) → 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylic acid (1492896-47-5)

Guidance literature:

Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: iodine / dichloromethane / 4 h / 20 °C

3: sodium hydroxide / tetrahydrofuran; methanol / 48 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;

DOI:10.1002/cmdc.201300115

upstream raw materials:

methyl 4-(dimethylamino)-2-hydroxy-5-iodobenzoate

methyl 4-(dimethylamino)-2-hydroxy-5-((3-aminophenyl)ethynyl)benzoate

methyl 6-hydroxy-2-(3-aminophenyl)-3-iodo-1-methyl-1H-indole-5-carboxylate

4-dimethylamino-2-hydroxy-benzoic acid methyl ester