N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide

Base Information

Chemical Name:N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide
CAS No.:1450743-04-0
Molecular Formula:C₂₇H₂₆Cl₂FN₃O
Molecular Weight:498.427
Hs Code.:

Synonyms:N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide

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Chemical Property of N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide

Chemical Property:

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Technology Process of N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide

There total 5 articles about N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide 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%

: 1450743-03-9
1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxylic acid

: 91429-04-8
N'-(3,4-dichlorobenzyl)-N,N-dimethylethane-1,2-diamine

: 1450743-04-0
N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 30h;
DOI:10.1016/j.bmc.2013.05.067

Reference yield:

: 91348-45-7
3-bromo-1H-indole-2-carboxylic acid ethyl ester

: 1450743-04-0
N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: copper diacetate; N-ethyl-N,N-diisopropylamine; pyridine / 2 h / 20 - 45 °C / Molecular sieve

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere

3: sodium hydroxide / tetrahydrofuran; ethanol / 2.5 h / 65 - 75 °C

4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 30 h / 20 °C

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; copper diacetate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.05.067

Reference yield:

: 1450743-01-7
ethyl 3-bromo-1-(4-fluorophenyl)-1H-indole-2-carboxylate

: 1450743-04-0
N-(3,4-dichlorobenzyl)-N-(2-(dimethylamino)ethyl)-1-(4-fluorophenyl)-3-methyl-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere

2: sodium hydroxide / tetrahydrofuran; ethanol / 2.5 h / 65 - 75 °C

3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 30 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.05.067