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

Base Information

Chemical Name:5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-4(1H)-one
CAS No.:1429439-27-9
Molecular Formula:C₃₂H₃₅ClN₂O₅
Molecular Weight:563.093
Hs Code.:

Synonyms:5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-4(1H)-one

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Chemical Property of 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-4(1H)-one

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Technology Process of 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-4(1H)-one

There total 8 articles about 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-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: 88.0%

: 123-75-1
pyrrolidine

: 1429439-26-8
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinolin-3-carbaldehyde

: 1429439-27-9
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-4(1H)-one

Guidance literature:: With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 3h; Inert atmosphere;

Reference yield:

: 51624-70-5
5-ethyl-9-nitro-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-a]quinolin-7-carboxylic acid

: 1429439-27-9
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-4(1H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride; palladium on activated charcoal; hydrogen; acetic acid / 1 h / 2585.81 Torr

2.1: hydrogenchloride; sodium nitrite / water / 5 h / 20 - 45 °C / Inert atmosphere

3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 4 h / 90 °C / Inert atmosphere

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

5.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

5.2: 3.5 h / -40 °C / Inert atmosphere

6.1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere

7.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 20 °C / Inert atmosphere

With hydrogenchloride; manganese(IV) oxide; palladium on activated charcoal; water; hydrogen; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; potassium iodide; potassium hydroxide; sodium nitrite; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 80104-60-5
5-chloro-6,7-dihydroxy-1,4-dihydro-1-ethyl-4-oxoquinoline-3-carboxylic acid

: 1429439-27-9
5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-3-(pyrrolidin-1-ylmethyl)quinolin-4(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 4 h / 90 °C / Inert atmosphere

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

3.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

3.2: 3.5 h / -40 °C / Inert atmosphere

4.1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere

5.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 3 h / 20 °C / Inert atmosphere

With manganese(IV) oxide; water; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; potassium iodide; potassium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;