3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

Base Information

Chemical Name:3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid
CAS No.:1321992-09-9
Molecular Formula:C₂₁H₁₉BrN₂O₃
Molecular Weight:427.297
Hs Code.:

Synonyms:3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

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Chemical Property of 3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

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Technology Process of 3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

There total 4 articles about 3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid 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: 71.0%

: 1321992-39-5
ethyl 3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylate

: 1321992-09-9
3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

Guidance literature:: ethyl 3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylate; With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In water;
DOI:10.1021/jm200544q

Reference yield:

: 1309365-83-0
6-bromo-2-((4-methoxybenzyl)amino)quinoline-3-carbaldehyde

: 1321992-09-9
3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 12 h / Inert atmosphere

2: lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; lithium hydroxide; In tetrahydrofuran; methanol; acetonitrile; 1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm200544q

Reference yield:

: 103-88-8
4-bromoacetanilide

: 1321992-09-9
3-(2-(4-methoxybenzylamino)-6-bromoquinolin-3-yl)-2-methylacrylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: trichlorophosphate / 48 h / 75 °C / Inert atmosphere

2: ethanol / 2.5 h / 125 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 12 h / Inert atmosphere

4: lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; acetonitrile; 1: Vilsmeier-Haack reaction / 1: Vilsmeier-Haack reaction / 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm200544q