N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

Base Information

Chemical Name:N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide
CAS No.:1485749-14-1
Molecular Formula:C₁₈H₁₆F₃N₃O₃S
Molecular Weight:411.405
Hs Code.:

Synonyms:N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

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Chemical Property of N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

Chemical Property:

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Technology Process of N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

There total 7 articles about N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide 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: 73.0%

: 1485749-11-8
tert-butyl N-[3-[4-(methanesulfonamido)phenyl]-5-methoxy-6-(trifluoromethyl)-8-quinolyl]carbamate

: 1485749-14-1
N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jm401329s

Reference yield:

: 5458-84-4
2-iodo-5-nitroanisole

: 1485749-14-1
N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper; cesium fluoride / sulfolane / 20 - 45 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 18 h / 55 °C / 2947.82 Torr / Inert atmosphere

3.1: bromine; acetic acid / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere

4.1: bromine; acetic acid / 1 h / 100 °C / Inert atmosphere

5.1: caesium carbonate / water; 1,4-dioxane / 0.17 h / Inert atmosphere

5.2: 1.83 h / 65 °C / Inert atmosphere

6.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tert-butyl XPhos; sodium t-butanolate / toluene / 48 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 4 h / 20 °C / Inert atmosphere

With hydrogenchloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium 10% on activated carbon; hydrogen; bromine; copper; caesium carbonate; acetic acid; cesium fluoride; sodium t-butanolate; tert-butyl XPhos; In 1,4-dioxane; sulfolane; ethanol; dichloromethane; water; toluene;
DOI:10.1021/jm401329s

Reference yield:

: 106877-20-7
3-methoxy-4-(trifluoromethyl)aniline

: 1485749-14-1
N-[4-[8-amino-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: bromine; acetic acid / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere

2.1: bromine; acetic acid / 1 h / 100 °C / Inert atmosphere

3.1: caesium carbonate / water; 1,4-dioxane / 0.17 h / Inert atmosphere

3.2: 1.83 h / 65 °C / Inert atmosphere

4.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tert-butyl XPhos; sodium t-butanolate / toluene / 48 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 4 h / 20 °C / Inert atmosphere

With hydrogenchloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bromine; caesium carbonate; acetic acid; sodium t-butanolate; tert-butyl XPhos; In 1,4-dioxane; dichloromethane; water; toluene;
DOI:10.1021/jm401329s