4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
CAS No.:1312581-17-1
Molecular Formula:C₃₃H₃₇ClN₄O₅
Molecular Weight:605.134
Hs Code.:

Synonyms:4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

There total 5 articles about 4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester 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: 83.0%

: 1312581-16-0
4-[4-(4-chloro-3-iodo-1-methoxymethyl-7-azaindole)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

: 4334-88-7
p-ethoxycarbonylphenylboronic acid

: 1312581-17-1
4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; Nitrogen;

Reference yield:

: 55052-28-3
4-chloro-7-azaindole

: 1312581-17-1
4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

1.2: 30 - 40 °C

2.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1.83 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 °C

3.1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 14 h / 95 °C / Nitrogen

4.1: N-iodo-succinimide / tetrahydrofuran; methanol / 1 h

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / Nitrogen

With N-iodo-succinimide; tetra(n-butyl)ammonium hydrogensulfate; caesium carbonate; sodium hydroxide; lithium diisopropyl amide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; acetonitrile; 5.1: Suzuki Coupling;

Reference yield:

: 1312581-05-7
4-chloro-2-iodo-1-methoxymethyl-1H-pyrrolo[2,3-b]pyridine

: 1312581-17-1
4-{4-[4-chloro-3-(4-ethoxycarbonyl-phenyl)-1-methoxymethyl-7-azaindole]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 14 h / 95 °C / Nitrogen

2: N-iodo-succinimide / tetrahydrofuran; methanol / 1 h

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / Nitrogen

With N-iodo-succinimide; caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; 3: Suzuki Coupling;