2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile

Base Information

• Chemical Name: 2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile
• CAS No.: 1378040-59-5
• Molecular Formula: C₁₃H₆F₂N₆
• Molecular Weight: 284.228
• Mol file: 1378040-59-5.mol

Synonyms:2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile

Chemical Property of 2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile

There total 3 articles about 2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile 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: 83.0%

4-azido-5-fluoro-pyridine-3-carbaldehyde (1378039-78-1) + 2-amino-3-fluorobenzonitrile (115661-37-5) → 2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile (1378040-59-5)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield:

4-chloro-3-fluoro-pyridine (2546-56-7) → 2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile (1378040-59-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 18.75 h / -78 - -30 °C

1.2: 20 °C

2.1: sodium azide / N,N-dimethyl-formamide / 18 h / 20 °C

3.1: triethylamine; titanium tetrachloride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; sodium azide; titanium tetrachloride; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

4-chloro-5-fluoropyridine-3-carboxaldehyde (1060802-34-7) → 2-{[1-(4-azido-5-fluoropyridin-3-yl)meth-(E)-ylidene]amino}-3-fluorobenzonitrile (1378040-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 18 h / 20 °C

2: triethylamine; titanium tetrachloride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With sodium azide; titanium tetrachloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

4-chloro-3-fluoro-pyridine

4-azido-5-fluoro-pyridine-3-carbaldehyde

2-amino-3-fluorobenzonitrile

4-chloro-5-fluoropyridine-3-carboxaldehyde

Downstream raw materials:

3-fluoro-2-(7-fluoropyrazolo[4,3-c]pyridin-2-yl)-benzonitrile

3-fluoro-2-(7-fluoro-5-oxypyrazolo[4,3-c]pyridin-2-yl)-benzonitrile

2-(4-chloro-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-3-fluorobenzonitrile

2-(4-bromo-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-3-fluorobenzonitrile