3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide

Base Information

Chemical Name:3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide
CAS No.:1429438-86-7
Molecular Formula:C₂₅H₂₉N₃O₄
Molecular Weight:435.523
Hs Code.:

Synonyms:3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide

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Chemical Property of 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide

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Technology Process of 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide

There total 8 articles about 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-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: 79.0%

: 7154-73-6
1-(2-aminoethyl)pyrrolidine

: 1429438-81-2
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinolin-6-carboxylic acid

: 1429438-86-7
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 30 ℃; for 24h; Inert atmosphere;

Reference yield:

: 1429438-79-8
ethyl 3-acetyl-1-methyl-4-oxo-1,4-dihydroquinolin-6-carboxylate

: 1429438-86-7
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: methanol / 65 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

3.2: 2 h / 75 °C / Inert atmosphere

3.3: 20 °C / Inert atmosphere

4.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 30 °C / Inert atmosphere

With methanol; 1-hydroxy-7-aza-benzotriazole; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 892286-75-8,909857-22-3
ethyl 3-acetyl-4-oxo-1,4-dihydroquinolin-6-carboxylate

: 1429438-86-7
3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinolin-6-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 90 °C / Inert atmosphere

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

3.1: methanol / 65 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

4.2: 2 h / 75 °C / Inert atmosphere

4.3: 20 °C / Inert atmosphere

5.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 30 °C / Inert atmosphere

With methanol; 1-hydroxy-7-aza-benzotriazole; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;