3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid

Base Information

Chemical Name:3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid
CAS No.:1404436-78-7
Molecular Formula:C₂₀H₁₇F₃N₂O₄
Molecular Weight:406.361
Hs Code.:

Synonyms:3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid

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Chemical Property of 3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid

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Technology Process of 3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid

There total 6 articles about 3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-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: 91.5%

: 1404436-77-6
3-(3-((tert-butoxycarbonyl)amino)prop-1-yn-1-yl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1Hindole-5-carboxylic acid

: 1404436-78-7
3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;
DOI:10.1002/cmdc.201300115

Reference yield:

: 1404436-83-4
methyl 4-(dimethylamino)-2-hydroxy-5-((2-(trifluoromethyl)phenyl)ethynyl)benzoate

: 1404436-78-7
3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: trifluoroacetic acid / dichloromethane / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1002/cmdc.201300115

Reference yield:

: 1143579-89-8
methyl 4-(dimethylamino)-2-hydroxy-5-iodobenzoate

: 1404436-78-7
3-(3-aminopropanoyl)-6-hydroxy-1-methyl-2-(2-(trifluoromethyl)phenyl)-1H-indole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

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

5: trifluoroacetic acid / dichloromethane / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;
DOI:10.1002/cmdc.201300115