N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide

Base Information

• Chemical Name: N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide
• CAS No.: 1206772-42-0
• Molecular Formula: C₂₅H₂₇FN₂O₄S
• Molecular Weight: 470.565
• Mol file: 1206772-42-0.mol

Synonyms:N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide

Chemical Property of N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide

There total 8 articles about N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]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: 84.0%

N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-methoxy-3-pyridyl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide → N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide (1206772-42-0)

Guidance literature:

With hydrogen bromide; acetic acid; at 60 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1021/jm401266k

Reference yield:

(5-fluoro-2-methoxypyridin-3-yl)boronic acid (957120-32-0) + diethyl p-nitrobenzylphosphonate (2609-49-6) + 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) → N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide (1206772-42-0)

Guidance literature:

With NaH; ammonium chloride; iron; sodium carbonate; Pd(PPh₃)4; In tetrahydrofuran; methanol; water; ethyl acetate; mineral oil;

Reference yield:

3-tert-butyl-2-hydroxybenzaldehyde (24623-65-2) → N-[4-[(E)-2-[3-tert-butyl-5-(5-fluoro-2-oxo-1H-pyridin-3-yl)-2-methoxyphenyl]vinyl]phenyl]methanesulfonamide (1206772-42-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: bromine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 50 °C / Inert atmosphere

3.1: sodium hydride; 15-crown-5 / mineral oil; tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

3.2: Horner-Wadsworth-Emmons Olefination / 20 h / 0 - 20 °C / Inert atmosphere

4.1: ammonium chloride; iron / methanol; water / 4 h / Inert atmosphere; Reflux

5.1: pyridine / 0.75 h / 0 °C / Inert atmosphere

6.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane; methanol / 0.58 h / 115 °C / Inert atmosphere; Microwave irradiation

7.1: hydrogen bromide; acetic acid / 18 h / 60 °C / Inert atmosphere; Sealed tube

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 15-crown-5; hydrogen bromide; bromine; iron; sodium hydride; sodium carbonate; potassium carbonate; ammonium chloride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 3.1: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1021/jm401266k

upstream raw materials:

(5-fluoro-2-methoxypyridin-3-yl)boronic acid

diethyl p-nitrobenzylphosphonate

4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

3-tert-butyl-2-hydroxybenzaldehyde