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
• Mol file: 1257830-62-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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:

N-[4-(8-amino-6-tert-butyl-5-methoxy-3-quinolyl)phenyl]methanesulfonamide (1257832-25-9) + urea (57-13-6) + acrylic acid (79-10-7) → N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide (1257830-62-8)

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:

C26H33N3O5S (1257832-23-7) → N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide (1257830-62-8)

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:

ethyl N-(4-tert-butyl-3-methoxyphenyl)carbamate (1485748-67-1) → N-{4-[6-tert-butyl-8-(2,4-dioxo-tetrahydro-pyrimidin-1-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide (1257830-62-8)

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

upstream raw materials:

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

urea

acrylic acid

C₂₆H₃₃N₃O₅S