N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide

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Chemical Name:N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide
CAS No.:1485749-49-2
Molecular Formula:C₂₇H₃₀N₄O₅S
Molecular Weight:522.625
Hs Code.:

Synonyms:N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide

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Chemical Property of N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide

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Technology Process of N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide

There total 7 articles about N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-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: 62.0%

: 1485749-47-0
N-[4-[6-tert-butyl-8-(2,4-dimethoxypyrimidin-5-yl)-5-methoxy-3-quinolyl]phenyl]methanesulfonamide

: 74-88-4
methyl iodide

: 1485749-49-2
N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide

Guidance literature:: In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jm401329s

Reference yield:

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

: 1485749-49-2
N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 6 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: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 0.5 h / 100 °C / Inert atmosphere; Sealed tube

6.1: dichloromethane / 18 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; bromine; sodium carbonate; caesium carbonate; acetic acid; potassium hydroxide; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm401329s

Reference yield:

: 79822-46-1
4-(1,1-dimethylethyl)-3-(methoxy)benzoic acid

: 1485749-49-2
N-[4-[6-tert-butyl-5-methoxy-8-(4-methoxy-1-methyl-2-oxo-pyrimidin-5-yl)-3-quinolyl]phenyl]methanesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: diphenylphosphoranyl azide; triethylamine / tetrahydrofuran / 23 h / Reflux; Inert atmosphere

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

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

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

4.2: 4 h / 100 °C / Inert atmosphere

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

6.1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 0.5 h / 100 °C / Inert atmosphere; Sealed tube

7.1: dichloromethane / 18 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diphenylphosphoranyl azide; water; bromine; sodium carbonate; caesium carbonate; acetic acid; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: |Curtius Rearrangement;
DOI:10.1021/jm401329s