5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide

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Chemical Name:5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide
CAS No.:1429439-54-2
Molecular Formula:C₃₃H₃₇ClN₄O₆
Molecular Weight:621.133
Hs Code.:

Synonyms:5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide

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Chemical Property of 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide

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Technology Process of 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide

There total 7 articles about 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-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: 33.8%

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

: 1429439-53-1
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydrocinnolin-3-carboxylic acid

: 1429439-54-2
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide

Guidance literature:: 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydrocinnolin-3-carboxylic acid; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

1-(2-aminoethyl)pyrrolidine; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

Reference yield:

: 1429439-48-4
1-ethyl-5-nitro-4-oxo-1,4-dihydro-[1,3]dioxolo[4,5-g]cinnolin-3-carboxylic acid

: 1429439-54-2
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride; palladium on activated charcoal; hydrogen; acetic acid / 5 h / 2585.81 Torr / Inert atmosphere

2.1: hydrogenchloride; sodium nitrite / water / 5 h / 45 °C / Inert atmosphere

3.1: sulfuric acid / 20 h / 95 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere

5.1: water; potassium hydroxide / methanol / 3 h / Inert atmosphere; Reflux

6.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

6.2: 2.5 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; sulfuric acid; palladium on activated charcoal; water; hydrogen; potassium carbonate; acetic acid; triethylamine; potassium hydroxide; sodium nitrite; isobutyl chloroformate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

Reference yield:

: 1429439-51-9
5-chloro-1-ethyl-6,7-dihydroxy-4-oxo-1,4-dihydrocinnolin-3-carboxylic acid

: 1429439-54-2
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydrocinnolin-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere

2.1: water; potassium hydroxide / methanol / 3 h / Inert atmosphere; Reflux

3.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 2.5 h / 0 - 20 °C / Inert atmosphere

With water; potassium carbonate; triethylamine; potassium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;