N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine

Base Information

Chemical Name:N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine
CAS No.:1280197-81-0
Molecular Formula:C₂₁H₂₀F₃N₅O₂
Molecular Weight:431.417
Hs Code.:

Synonyms:N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine

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Chemical Property of N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine

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Technology Process of N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine

There total 8 articles about N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine 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: 100.0%

: 1280197-79-6
t-butyl 4-(5-(3-nitrobenzylamino)-7-(trifluoromethyl)quinolin-3-yl)piperazine-1-carboxylate

: 1280197-81-0
N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine

Guidance literature:: t-butyl 4-(5-(3-nitrobenzylamino)-7-(trifluoromethyl)quinolin-3-yl)piperazine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With sodium hydrogencarbonate; In water; pH=9;
DOI:10.1021/jm101340q

Reference yield:

: 1268264-34-1
3-bromo-5-nitro-7-trifluoromethylquinoline

: 1280197-81-0
N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 8 h / 110 °C / Inert atmosphere

2.1: iron; ammonium chloride / ethanol; water / Reflux

3.1: ethanol / Inert atmosphere; Reflux

4.1: sodium tetrahydroborate / ethanol / 1 h / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

5.2: pH 9

With sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; In ethanol; dichloromethane; water; toluene; 1.1: Buchwald-Hartwig coupling;
DOI:10.1021/jm101340q

Reference yield:

: 1280198-07-3
t-butyl 4-(5-nitro-7-(trifluoromethyl)quinolin-3-yl)piperazine-1-carboxylate

: 1280197-81-0
N-(3-nitrobenzyl)-3-(piperazin-1-yl)-7-(trifluoromethyl)quinolin-5-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: iron; ammonium chloride / ethanol; water / Reflux

2.1: ethanol / Inert atmosphere; Reflux

3.1: sodium tetrahydroborate / ethanol / 1 h / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

4.2: pH 9

With sodium tetrahydroborate; iron; ammonium chloride; trifluoroacetic acid; In ethanol; dichloromethane; water;
DOI:10.1021/jm101340q