3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

Base Information

Chemical Name:3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester
CAS No.:1380284-65-0
Molecular Formula:C₃₁H₂₈ClFN₂O₄
Molecular Weight:547.026
Hs Code.:

Synonyms:3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

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Chemical Property of 3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

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Technology Process of 3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

There total 6 articles about 3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl 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: 88.0%

: 1380284-64-9
3-acetyl-6-chloro-1H-indol-5-yl[4-(4-fluorobenzyl)piperidin-1-yl]methanone

: 501-53-1,94274-21-2
benzyl chloroformate

: 1380284-65-0
3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; at 20 ℃; for 1.5h;

Reference yield:

: 4-acetylamino-5-iodo-2-chloro-benzoic acid methyl ester

: 1380284-65-0
3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 16 h / 20 °C / Cooling with ice; Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / Reflux; Inert atmosphere

3.1: diethylaluminium chloride / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

3.2: 3 h / 20 °C

3.3: Tris buffer / pH 7.5

4.1: sodium hydroxide / 1,4-dioxane / 20 - 60 °C

5.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

5.2: 3 h / 20 °C / Cooling with ice; Inert atmosphere

6.1: dmap; triethylamine / tetrahydrofuran / 1.5 h / 20 °C

With dmap; copper(l) iodide; tetrabutyl ammonium fluoride; diethylaluminium chloride; triethylamine; 1,1'-carbonyldiimidazole; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 162100-83-6
6-chloro-1H-indole-5-carboxylic acid methyl ester

: 1380284-65-0
3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diethylaluminium chloride / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

1.2: 3 h / 20 °C

1.3: Tris buffer / pH 7.5

2.1: sodium hydroxide / 1,4-dioxane / 20 - 60 °C

3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

3.2: 3 h / 20 °C / Cooling with ice; Inert atmosphere

4.1: dmap; triethylamine / tetrahydrofuran / 1.5 h / 20 °C

With dmap; diethylaluminium chloride; triethylamine; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;