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

Base Information

Chemical Name:3-acetyl-6-chloro-1H-indol-5-yl[4-(4-fluorobenzyl)piperidin-1-yl]methanone
CAS No.:1380284-64-9
Molecular Formula:C₂₃H₂₂ClFN₂O₂
Molecular Weight:412.891
Hs Code.:

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

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Chemical Property of 3-acetyl-6-chloro-1H-indol-5-yl[4-(4-fluorobenzyl)piperidin-1-yl]methanone

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Technology Process of 3-acetyl-6-chloro-1H-indol-5-yl[4-(4-fluorobenzyl)piperidin-1-yl]methanone

There total 5 articles about 3-acetyl-6-chloro-1H-indol-5-yl[4-(4-fluorobenzyl)piperidin-1-yl]methanone 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: 47.0%

: 1380284-63-8
3-acetyl-6-chloro-1H-indole-5-carboxylic acid

: 92822-03-2
4-(4-fluorobenzyl)piperidine hydrochloride

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

Guidance literature:: 3-acetyl-6-chloro-1H-indole-5-carboxylic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h; Inert atmosphere;

4-(4-fluorobenzyl)piperidine hydrochloride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Cooling with ice; Inert atmosphere;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 1380284-62-7
methyl 3-acetyl-6-chloro-1H-indole-5-carboxylate

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

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

2.2: 3 h / 20 °C / Cooling with ice; Inert atmosphere

With 1,1'-carbonyldiimidazole; sodium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;