4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile

Base Information

• Chemical Name: 4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile
• CAS No.: 1609686-92-1
• Molecular Formula: C₂₀H₁₃F₂N₅
• Molecular Weight: 361.354
• Mol file: 1609686-92-1.mol

Synonyms:

Chemical Property of 4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile

There total 6 articles about 4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile 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: 42.0%

4-amino-3-fluoro-5-methylbenzonitrile (1465326-80-0) + 4-[(6-chloro-3-fluoropyridin-2-yl)amino]benzonitrile (1609687-10-6) → 4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile (1609686-92-1)

Guidance literature:

With palladium diacetate; caesium carbonate; XPhos; In 1,4-dioxane; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/acs.jmedchem.5b01336

Reference yield: 42.0%

→ 4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile (1609686-92-1)

Guidance literature:

With palladium diacetate; caesium carbonate; XPhos; In 1,4-dioxane; at 110 ℃; for 16h; Inert atmosphere;

Reference yield:

4-bromo-2-fluoro-6-methylbenzeneamine (429683-46-5) → 4-[6-(4-cyanophenylamino)-5-fluoropyridin-2-yl]amino-3-fluoro-5-methylbenzonitrile (1609686-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 16 h / 110 °C

2: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / 16 h / Inert atmosphere; Reflux

With copper(l) iodide; palladium diacetate; caesium carbonate; potassium iodide; N,N`-dimethylethylenediamine; XPhos; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.5b01336

upstream raw materials:

4-bromo-2-fluoro-6-methylbenzeneamine

4-amino-3-fluoro-5-methylbenzonitrile

4-[(6-chloro-3-fluoropyridin-2-yl)amino]benzonitrile

4-Aminobenzonitrile

Refernces

• 1、 -. "NOVEL ANTI-HIV COMPOUNDS". Page/Page column 27; 37. . Retrieved 2014/05/24.