7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine

Base Information

Chemical Name:7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine
CAS No.:1312290-84-8
Molecular Formula:C₂₆H₃₂ClN₅
Molecular Weight:450.027
Hs Code.:

Synonyms:7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine

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Chemical Property of 7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine

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Technology Process of 7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine

There total 9 articles about 7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-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: 84.0%

: 86-98-6,1138471-54-1
4,7-dichloroquinoline

: 1312290-91-7
3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)aniline

: 1312290-84-8
7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine

Guidance literature:: 4,7-dichloroquinoline; 3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)aniline; With hydrogenchloride; In water; acetonitrile; Reflux;

With ammonium hydroxide; In methanol; dichloromethane; regioselective reaction; Flash chromatography conditions;
DOI:10.1016/j.ejmech.2011.04.047

Reference yield:

: 1312290-88-2
tert-butyl N-([3-methyl-2-(4-methylpiperazino)-5-nitrophenyl]methyl)carbamate

: 1312290-84-8
7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol; acetyl chloride / 2 h / 20 °C

1.2: pH 10

2.1: potassium carbonate / acetonitrile / 48 h / Reflux

3.1: palladium 10% on activated carbon; ammonium formate / ethanol / 20 °C

4.1: hydrogenchloride / water; acetonitrile / Reflux

4.2: Flash chromatography conditions

With hydrogenchloride; methanol; palladium 10% on activated carbon; ammonium formate; potassium carbonate; acetyl chloride; In ethanol; water; acetonitrile;
DOI:10.1016/j.ejmech.2011.04.047

Reference yield:

: 1312290-87-1
tert-butyl N-[(2-bromo-3-methyl-5-nitrophenyl)methyl]carbamate

: 1312290-84-8
7-chloro-N-[3-methyl-4-(4-methylpiperazino)-5-(pyrrolidinomethyl)phenyl]quinolin-4-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

2.1: methanol; acetyl chloride / 2 h / 20 °C

2.2: pH 10

3.1: potassium carbonate / acetonitrile / 48 h / Reflux

4.1: palladium 10% on activated carbon; ammonium formate / ethanol / 20 °C

5.1: hydrogenchloride / water; acetonitrile / Reflux

5.2: Flash chromatography conditions

With hydrogenchloride; methanol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; ammonium formate; potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetyl chloride; In 1,4-dioxane; ethanol; water; acetonitrile; 1.1: Buchwald coupling;
DOI:10.1016/j.ejmech.2011.04.047