N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

Base Information

Chemical Name:N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide
CAS No.:1257830-62-8
Molecular Formula:C₂₅H₂₈N₄O₅S
Molecular Weight:496.587
Hs Code.:

Synonyms:N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

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Chemical Property of N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

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Technology Process of N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

There total 8 articles about N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-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:

: 1257832-25-9
N-[4-(8-amino-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide

: 57-13-6
urea

: 79-10-7
acrylic acid

: 1257830-62-8
N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

Guidance literature:: N-[4-(8-amino-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide; acrylic acid; In toluene; at 120 ℃;

urea; With acetic acid; at 120 ℃; for 6h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

: 1257832-23-7
C₂₆H₃₃N₃O₅S

: 1257830-62-8
N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: toluene / 120 °C / Inert atmosphere

2.2: 6 h / 120 °C / Inert atmosphere

With hydrogenchloride; In 1,4-dioxane; dichloromethane; toluene;
DOI:10.1021/jm401329s

Reference yield:

: 1485748-67-1
ethyl N-(4-tert-butyl-3-methoxyphenyl)carbamate

: 1257830-62-8
N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium hydroxide; water / ethanol / 15 h / Reflux; Inert atmosphere

2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 15 h / 20 °C / Inert atmosphere

3.1: bromine; acetic acid / 0.25 h / 20 °C / Inert atmosphere

3.2: 4 h / 100 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / methanol; toluene / 1 h / 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

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

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

7.1: toluene / 120 °C / Inert atmosphere

7.2: 6 h / 120 °C / Inert atmosphere

With hydrogenchloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; bromine; sodium carbonate; acetic acid; potassium hydroxide; sodium t-butanolate; tert-butyl XPhos; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm401329s