3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide

Base Information

Chemical Name:3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide
CAS No.:1429439-09-7
Molecular Formula:C₁₉H₁₈N₂O₄
Molecular Weight:338.363
Hs Code.:

Synonyms:3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide

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Chemical Property of 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide

Chemical Property:

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Technology Process of 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide

There total 8 articles about 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide 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: 65.5%

: 1429439-08-6
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carbonitrile

: 1429439-09-7
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide

Guidance literature:: 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carbonitrile; With sodium hydroxide; In methanol; for 3h; Inert atmosphere; Reflux;

With hydrogenchloride; In methanol; water; at 20 ℃; pH=3; Inert atmosphere;

Reference yield:

: 615-36-1
2-bromoaniline

: 1429439-09-7
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: isopropyl alcohol / 0.67 h / 20 - 75 °C / Inert atmosphere

2.1: 1 h / 200 - 250 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 90 °C / Inert atmosphere

3.2: 2 h / 20 - 90 °C / Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.1: water; potassium hydroxide / methanol; water / 1 h / 20 °C / Inert atmosphere

6.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 90 °C / Inert atmosphere

6.2: 2 h / 90 °C / Inert atmosphere

7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 1 h / 110 °C / Inert atmosphere

8.1: sodium hydroxide / methanol / 3 h / Inert atmosphere; Reflux

8.2: 20 °C / pH 3 / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 1429439-03-1
3-acetyl-8-bromoquinolin-4(1H)-one

: 1429439-09-7
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-8-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 90 °C / Inert atmosphere

1.2: 2 h / 20 - 90 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: water; potassium hydroxide / methanol; water / 1 h / 20 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 90 °C / Inert atmosphere

4.2: 2 h / 90 °C / Inert atmosphere

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 1 h / 110 °C / Inert atmosphere

6.1: sodium hydroxide / methanol / 3 h / Inert atmosphere; Reflux

6.2: 20 °C / pH 3 / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;