1-(4-Aminophenyl)cyclobutanecarbonitrile

Base Information

• Chemical Name: 1-(4-Aminophenyl)cyclobutanecarbonitrile
• CAS No.: 811803-25-5
• Molecular Formula: C11H12N2
• Molecular Weight: 172.23
• Hs Code.: 2926909090
• Mol file: 811803-25-5.mol

Synonyms:1-(4-Aminophenyl)cyclobutanecarbonitrile;1-(4-aminophenyl)cyclobutane-1-carbonitrile

Chemical Property of 1-(4-Aminophenyl)cyclobutanecarbonitrile

Chemical Property:

• PSA: 49.81000
• LogP: 2.79528

Purity/Quality:

97% ^*data from raw suppliers

1-(4-Aminophenyl)cyclobutanecarbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(4-Aminophenyl)cyclobutanecarbonitrile

There total 5 articles about 1-(4-Aminophenyl)cyclobutanecarbonitrile 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: 98.0%

1-(4-nitrophenyl)cyclobutanecarbonitrile (1236409-69-0) → 1-(4-aminophenyl)cyclobutanecarbonitrile (811803-25-5)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In 2-methyltetrahydrofuran; water; at 45 ℃; for 4h; under 1551.49 Torr;

Reference yield:

1-phenylcyclobutanecarbonitrile (14377-68-5) → 1-(4-aminophenyl)cyclobutanecarbonitrile (811803-25-5) + 1-(3-amino-phenyl)-cyclobutanecarbonitrile (1215103-99-3)

Guidance literature:

1-phenylcyclobutanecarbonitrile; With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; N-(trifluoromethylsulfonyloxy)pyridinium trifluoromethanesulfonate; In acetonitrile; for 1.5h; Sealed tube; Inert atmosphere; Irradiation;

With piperidine; In acetonitrile; at 20 ℃; for 14h; Overall yield = 45 mg; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201810261

Reference yield:

1-phenylcyclobutanecarbonitrile (14377-68-5) → 1-(4-aminophenyl)cyclobutanecarbonitrile (811803-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium nitrate; sulfuric acid / 0 °C

2: 5%-palladium/activated carbon; hydrogen / methanol / 3 h / 60 °C / 2327.23 - 2585.81 Torr

With sulfuric acid; 5%-palladium/activated carbon; hydrogen; potassium nitrate; In methanol;

DOI:10.1021/op400215h

upstream raw materials:

1-(4-nitrophenyl)cyclobutanecarbonitrile

1-phenylcyclobutanecarbonitrile

4-Nitrophenylacetonitrile

Downstream raw materials:

1-[4-(4-cyclopentylamino-6-phenyl-pyrimidin-2-ylamino)-phenyl]-cyclobutanecarbonitrile

ethyl 3-(4-(1-cyanocyclobutyl)phenylamino)propanoate

ethyl 3-(2-cyano-N-(4-(1-cyanocyclobutyl)phenyl)acetamido)propanoate

1-(4-(1-cyanocyclobutyl)phenyl)-4-hydroxy-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

Refernces

• 1、 Shavnya, Andrei,Tao, Yong,Lilley, Susan C.,Bahnck, Kevin B.,Munchhof, Michael J.,Nematalla, Asaad,Waldo, Michael,Bill, David R.. "Exploratory Process Development of a Novel Diacylglycerol Acyltransferase-1 (DGAT-1) Inhibitor". . p. 1510 - 1516. Retrieved 2014/01/06.
• 2、 -. "NOVEL HETEROCYCLIC COMPOUNDS AS GATA MODULATORS". Page/Page column 58. . Retrieved 2010/06/19.