4-(1H-pyrazol-4-yl)benzonitrile

Base Information

• Chemical Name: 4-(1H-pyrazol-4-yl)benzonitrile
• CAS No.: 1101167-56-9
• Molecular Formula: C₁₀H₇N₃
• Molecular Weight: 169.186
• Hs Code.: 2933199090
• Mol file: 1101167-56-9.mol

Synonyms:4-(1H-pyrazol-4-yl)benzonitrile

Chemical Property of 4-(1H-pyrazol-4-yl)benzonitrile

Chemical Property:

• Melting Point: 139-140 °C
• Boiling Point: 423.8±38.0 °C(Predicted)
• PKA: 12.82±0.50(Predicted)
• Density: 1.27±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

4-(1H-Pyrazol-4-yl)benzonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(1H-pyrazol-4-yl)benzonitrile

There total 3 articles about 4-(1H-pyrazol-4-yl)benzonitrile 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: 97.8%

→ 4-(1H-pyrazol-4-yl)benzonitrile (1101167-56-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide;

Reference yield: 51.0%

4-bromo-1-trityl-1H-pyrazole (95162-14-4) + 4-cyanophenylboronic acid (126747-14-6) → 4-(1H-pyrazol-4-yl)benzonitrile (1101167-56-9)

Guidance literature:

4-bromo-1-trityl-1H-pyrazole; 4-cyanophenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 85 ℃; Inert atmosphere; Sealed tube;

With trifluoroacetic acid; In 1,4-dioxane; water; at 70 ℃; for 1h;

DOI:10.1021/acs.jmedchem.8b01356

Reference yield: 37.0%

4-Cyanochlorobenzene (623-03-0) + potassium (1H-pyrazol-4-yl)trifluoroborate → 4-(1H-pyrazol-4-yl)benzonitrile (1101167-56-9)

Guidance literature:

With palladium diacetate; sodium carbonate; ruphos; In ethanol; at 85 ℃; for 48h; Inert atmosphere;

DOI:10.1021/jo802590b

upstream raw materials:

4-Cyanochlorobenzene

4-bromo-1-trityl-1H-pyrazole

4-cyanophenylboronic acid

Refernces

• 1、 Rogacki, Maciej K.,Pitta, Eleni,Balabon, Olga,Huss, Sophie,Lopez-Roman, Eva Maria,Argyrou, Argyrides,Blanco-Ruano, Delia,Cacho, Monica,Vande Velde, Christophe M. L.,Augustyns, Koen,Ballell, Lluis,Barros, David,Bates, Robert H.,Cunningham, Fraser,Van Der Veken, Pieter. "Identification and Profiling of Hydantoins - A Novel Class of Potent Antimycobacterial DprE1 Inhibitors". . p. 11221 - 11249. Retrieved 2019/01/08.
• 2、 -. "Pyrazolyl derivatives, preparation process and intermediates of this process as medicinal products and pharmaceutical compositions containing them". Page/Page column 65-66. . Retrieved 2008/06/13.