N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide

Base Information

Chemical Name:N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide
CAS No.:1616393-16-8
Molecular Formula:C₂₉H₂₇N₅O₃
Molecular Weight:493.565
Hs Code.:

Synonyms:N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide

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Chemical Property of N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide

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Technology Process of N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide

There total 7 articles about N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-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: 92.0%

: 702638-74-2
pyrrolidine-1-carboxylic acid (3-amino-phenyl)-amide

: 1616392-99-4
3-bromo-6-cyano-1-(4-methoxybenzyl)quinolin-2(1H)-one

: 1616393-16-8
N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; XPhos; In tert-butyl alcohol; Reflux; Inert atmosphere;
DOI:10.1016/j.bmc.2014.04.037

Reference yield:

: 64495-55-2
6-nitro-1,2-dihydroquinolin-2-one

: 1616393-16-8
N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium bromate; hydrogen bromide / water / 4 h / 100 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 - 50 °C

3.1: acetic acid; zinc / methanol / 0.5 h

4.1: hydrogenchloride; sodium nitrite / water / 1.08 h / -5 °C

4.2: -5 - 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 4 h / 90 °C / Inert atmosphere

6.1: XPhos; potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tert-butyl alcohol / Reflux; Inert atmosphere

With hydrogenchloride; sodium bromate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; potassium carbonate; acetic acid; zinc; sodium nitrite; XPhos; In methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol; 6.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2014.04.037

Reference yield:

: 1616392-91-6
6-amino-3-bromo-1-(4-methoxybenzyl)quinolin-2(1H)-one

: 1616393-16-8
N-(3-((6-cyano-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinolin-3-yl)amino)phenyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride; sodium nitrite / water / 1.08 h / -5 °C

1.2: -5 - 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 4 h / 90 °C / Inert atmosphere

3.1: XPhos; potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tert-butyl alcohol / Reflux; Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; sodium nitrite; XPhos; In water; tert-butyl alcohol; 3.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2014.04.037