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

Base Information

Chemical Name:tert-butyl N-[3-[4-(methanesulfonamido)phenyl]-5-methoxy-6-(trifluoromethyl)-8-quinolyl]carbamate
CAS No.:1485749-11-8
Molecular Formula:C₂₃H₂₄F₃N₃O₅S
Molecular Weight:511.522
Hs Code.:

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

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Chemical Property of tert-butyl N-[3-[4-(methanesulfonamido)phenyl]-5-methoxy-6-(trifluoromethyl)-8-quinolyl]carbamate

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Technology Process of tert-butyl N-[3-[4-(methanesulfonamido)phenyl]-5-methoxy-6-(trifluoromethyl)-8-quinolyl]carbamate

There total 6 articles about tert-butyl N-[3-[4-(methanesulfonamido)phenyl]-5-methoxy-6-(trifluoromethyl)-8-quinolyl]carbamate 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: 78.0%

: 4248-19-5
tert-butyl carbazate

: 1257832-33-9
N-[4-[8-bromo-5-methoxy-6-(trifluoromethyl)-3-quinolyl]phenyl]methanesulfonamide

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

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium t-butanolate; tert-butyl XPhos; In toluene; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1021/jm401329s

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With 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; water; toluene;
DOI:10.1021/jm401329s

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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