4-(2-Fluorophenyl)piperidine-4-carbonitrile

Base Information

• Chemical Name: 4-(2-Fluorophenyl)piperidine-4-carbonitrile
• CAS No.: 252002-43-0
• Molecular Formula: C12H13FN2
• Molecular Weight: 204.24300
• DSSTox Substance ID: DTXSID60444709
• Wikidata: Q82262946
• Mol file: 252002-43-0.mol

Synonyms:4-(2-fluorophenyl)piperidine-4-carbonitrile;252002-43-0;4-(2-FLUORO-PHENYL)-PIPERIDINE-4-CARBONITRILE;SCHEMBL615034;DTXSID60444709;CKA00243;AKOS015155226;SB36190;CS-0450151

Chemical Property of 4-(2-Fluorophenyl)piperidine-4-carbonitrile

Chemical Property:

• PSA: 35.82000
• LogP: 2.29928
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.10627659
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

98%min ^*data from raw suppliers

4-(2-Fluorophenyl)piperidine-4-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1(C#N)C2=CC=CC=C2F

Technology Process of 4-(2-Fluorophenyl)piperidine-4-carbonitrile

There total 2 articles about 4-(2-Fluorophenyl)piperidine-4-carbonitrile 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:

4-cyano-4-(2-fluorophenyl)-1-N-(tert-butyloxycarbonyl)piperidine (726198-18-1) → 4-cyano-4-(2-fluorophenyl)piperidine (252002-43-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 3h;

DOI:10.1021/jm990201h

Reference yield:

2-fluorophenyl acetonitrile (326-62-5) → 4-cyano-4-(2-fluorophenyl)piperidine (252002-43-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 24 h / 60 °C

2: 933 mg / TFA / CH₂Cl₂ / 3 h

With sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: acidolysis;

DOI:10.1021/jm990201h

Reference yield: 95.0%

4-cyano-4-(2-fluorophenyl)piperidine (252002-43-0) → spiro[indoline-3,4′-piperidine] (171-75-5)

Guidance literature:

With lithium aluminium tetrahydride; In ethanol; for 72h; Heating;

DOI:10.1016/j.tet.2004.03.081

upstream raw materials:

4-cyano-4-(2-fluorophenyl)-1-N-(tert-butyloxycarbonyl)piperidine

2-fluorophenyl acetonitrile

Downstream raw materials:

spiro[indoline-3,4′-piperidine]

1-N-(3-aminopropyl)-4-cyano-4-(2-fluorophenyl)piperidine

cis-4-(2-fluorophenyl)-1-(4-isopropylcyclohexyl)-4-piperidinecarbonitrile

cis-1-(tert-butylcyclohexyl)-4-(2-fluorophenyl)-4-piperidinecarbonitrile

Refernces

• 1、 Dhar, T. G. Murali,Nagarathnam, Dhanapalan,Marzabadi, Mohammad R.,Lagu, Bharat,Wong, Wai C.,Chiu, George,Tyagarajan, Sriram,Miao, Shou Wu,Zhang, Fengqi,Sun, Wanying,Tian, Dake,Shen, Quanrong,Zhang, Jack,Wetzel, John M.,Forray, Carlos,Chang, Raymond S. L.,Broten, Theodore P.,Schorn, Terry W.,Chen, Tsing Bao,O'Malley, Stacy,Ransom, Richard,Schneck, Kathryn,Bendesky, Robert,Harrell, Charles M.,Vyas, Kamlesh P.,Zhang, Kanyin,Gilbert, John,Pettibone, Douglas J.,Patane, Michael A.,Bock, Mark G.,Freidinger, Roger M.,Gluchowski, Charles. "Design and synthesis of novel α(1a) adrenoceptor-selective antagonists. 2. Approaches to eliminate opioid agonist metabolites via modification of linker and 4-methoxycarbonyl-4-phenylpiperidine moiety". . p. 4778 - 4793. Retrieved 2007/10/03.