4-Cyano-4-phenylpiperidine hydrochloride

Base Information

• Chemical Name: 4-Cyano-4-phenylpiperidine hydrochloride
• CAS No.: 51304-58-6
• Molecular Formula: C12H15ClN2
• Molecular Weight: 222.718
• Hs Code.: 29335990
• European Community (EC) Number: 257-124-5
• NSC Number: 63943,57804
• UNII: G4Y6EK6T5Q
• DSSTox Substance ID: DTXSID60199303
• Mol file: 51304-58-6.mol

Synonyms:4-Cyano-4-phenylpiperidine hydrochloride;51304-58-6;4-Phenylpiperidine-4-carbonitrile hydrochloride;4-Phenylpiperidine-4-carbonitrile HCl;NSC 63943;EINECS 257-124-5;MFCD00012775;4-phenylpiperidine-4-carbonitrile;hydrochloride;NSC-63943;4-Phenyl-4-piperidinecarbonitrile hydrochloride;4-Piperidinecarbonitrile, 4-phenyl-, monohydrochloride;NSC63943;4-Cyano-4-phenylpiperidine HCl;G4Y6EK6T5Q;SCHEMBL315411;TIMTEC-BB SBB003334;DTXSID60199303;CQPHZBOPSZGTJM-UHFFFAOYSA-N;BCA30458;NSC57804;NSC-57804;AKOS005257946;4-phenylisonipecotonitrile hydrochloride;AB10057;LF-0511;4-Phenyl-4-cyano-piperidine hydrochloride;BP-12778;FT-0601915;4-Cyano-4-phenylpiperidine hydrochloride, 97%;A26713;EN300-1265355;4-phenyl-4-cyano-piperidine hydrochloric acid salt;F0001-1339;Z1954805193;4-Piperidinecarbonitrile, 4-phenyl-, hydrochloride (1:1)

Chemical Property of 4-Cyano-4-phenylpiperidine hydrochloride

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 6.52E-05mmHg at 25°C
• Melting Point: 210-214 °C
• Boiling Point: 344.6 °C at 760 mmHg
• Flash Point: 162.2 °C
• PSA: 35.82000
• Density: 1.08g/cm3
• LogP: 2.96218
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.0923762
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyano-4-phenylpiperidine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNCCC1(C#N)C2=CC=CC=C2.Cl
• Uses: Reactant for synthesis of:CCR5 antagonists derived at the N-terminal of the piperidine ringSubstituted piperidines as lignads of chemokine receptor 5 and inhibitors of HIV-1Functionalized nitrogen heterocycles by radical decarboxylation of β- and γ- amino acidsBenzovesamicol analogs as potential imaging probes for vesicular acetylcholine transportersNeurotransmitter transporter inhibitors with activity at dopamine receptor sitesα1a Adrenoceptor-selective antagonists

Technology Process of 4-Cyano-4-phenylpiperidine hydrochloride

There total 2 articles about 4-Cyano-4-phenylpiperidine hydrochloride 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:

tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate (158144-79-7) → 4-cyano-4-phenylpiperidine hydrochloride (51304-58-6)

Guidance literature:

With hydrogenchloride; In acetonitrile; at 0 ℃; for 0.583333h;

DOI:10.1021/jm200400m

Reference yield:

phenylacetonitrile (140-29-4) → 4-cyano-4-phenylpiperidine hydrochloride (51304-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / dimethyl sulfoxide / 18 h / 18 - 50 °C

2: hydrogenchloride / acetonitrile / 0.58 h / 0 °C

With hydrogenchloride; sodium hydride; In dimethyl sulfoxide; acetonitrile;

DOI:10.1021/jm200400m

Reference yield: 100.0%

n-propanesulfonyl chloride (10147-36-1) + 4-cyano-4-phenylpiperidine hydrochloride (51304-58-6) → 4-phenyl-1-(propylsulfonyl)piperidine-4-carbonitrile (852029-75-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2h;

upstream raw materials:

tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate

phenylacetonitrile

Downstream raw materials:

1-{2-[Bis-(4-fluoro-phenyl)-methoxy]-ethyl}-4-phenyl-piperidine-4-carbonitrile

4-phenylpiperidine

tert-butyl 4-cyano-4-phenylpiperidine-1-carboxylate

4-phenyl-piperidine-4-carbaldehyde

Refernces

• 1、 Kuduk, Scott D.,Chang, Ronald K.,Di Marco, Christina N.,Pitts, Daniel R.,Greshock, Thomas J.,Ma, Lei,Wittmann, Marion,Seager, Matthew A.,Koeplinger, Kenneth A.,Thompson, Charles D.,Hartman, George D.,Bilodeau, Mark T.,Ray, William J.. "Discovery of a selective allosteric M1 receptor modulator with suitable development properties based on a quinolizidinone carboxylic acid scaffold". experimental part. p. 4773 - 4780. Retrieved 2011/09/20.