1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one

Base Information

Chemical Name:1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one
CAS No.:1429438-94-7
Molecular Formula:C₃₁H₃₅N₃O₅
Molecular Weight:529.636
Hs Code.:

Synonyms:1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one

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Chemical Property of 1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one

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Technology Process of 1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one

There total 6 articles about 1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one 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: 77.0%

: 123-75-1
pyrrolidine

: 1429438-93-6
1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydrocinnolin-3-carbaldehyde

: 1429438-94-7
1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 1.5h; Inert atmosphere;

Reference yield:

: 1429438-91-4
1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydrocinnolin-3-carboxylic acid

: 1429438-94-7
1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 1.5 h / 20 °C / Inert atmosphere

With chloroformic acid ethyl ester; sodium tris(acetoxy)borohydride; Dess-Martin periodane; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

Reference yield:

: 28657-80-9
cinoxacin

: 1429438-94-7
1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)cinnolin-4(1H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: boron tribromide / dichloromethane / 41 h / -30 - 20 °C / Inert atmosphere

1.2: -30 - 20 °C / Inert atmosphere

2.1: potassium carbonate; potassium iodide / acetone / Inert atmosphere; Reflux

3.1: potassium hydroxide / methanol; water / 1.5 h / Inert atmosphere; Reflux

3.2: 20 °C / pH 1 / Inert atmosphere

4.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.2: 2 h / 20 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

6.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 1.5 h / 20 °C / Inert atmosphere

With chloroformic acid ethyl ester; boron tribromide; sodium tris(acetoxy)borohydride; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; potassium iodide; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; acetone;