3-(3-Cyanophenyl)-N-n-propylpiperidine

Base Information

• Chemical Name: 3-(3-Cyanophenyl)-N-n-propylpiperidine
• CAS No.: 150336-90-6
• Molecular Formula: C15H20 N2
• Molecular Weight: 228.33
• DSSTox Substance ID: DTXSID40933909
• Nikkaji Number: J1.553.058H
• ChEMBL ID: CHEMBL107492
• Mol file: 150336-90-6.mol

Synonyms:3-(3-cyanophenyl)-N-n-propylpiperidine;3-(3-cyanophenyl)-N-n-propylpiperidine monohydrochloride;3-(3-cyanophenyl)-N-n-propylpiperidine monohydrochloride, (R)-isomer;3-(3-cyanophenyl)-N-n-propylpiperidine monohydrochloride, (S)-isomer;3-(3-cyanophenyl)-N-n-propylpiperidine, (R)-isomer;3-(3-cyanophenyl)-N-n-propylpiperidine, (S)-isomer;DS 121;DS-121;DS121 cpd

Chemical Property of 3-(3-Cyanophenyl)-N-n-propylpiperidine

Chemical Property:

• Vapor Pressure: 8.29E-05mmHg at 25°C
• Boiling Point: 341°Cat760mmHg
• Flash Point: 139°C
• PSA: 27.03000
• Density: 1.04g/cm³
• LogP: 3.08558
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 228.162648646
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1CCCC(C1)C2=CC=CC(=C2)C#N

Technology Process of 3-(3-Cyanophenyl)-N-n-propylpiperidine

There total 9 articles about 3-(3-Cyanophenyl)-N-n-propylpiperidine 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:

3-(3-carbamoylphenyl)-N-n-propylpiperidine hydrochloride (79412-56-9) → (+/-)-DS 121 (150336-90-6)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

DOI:10.1021/jm00144a021

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → (+/-)-DS 121 (150336-90-6)

Guidance literature:

Multi-step reaction with 9 steps

1: dichlorobis(triphenylphosphine)nickel(II) / tetrahydrofuran / 24 h / Ambient temperature

2: KMnO₄ / H₂O / Heating

3: HCl / 24 h / Heating

4: H₂, conc. HCl / PtO₂ / methanol / 2585.7 Torr

5: 1.) NaBH₄ / 1.) benzene, T<15 deg C, 2 h, 2.) benzene, reflux, 3 h

6: 10percent aq. NaOH / methanol / 1.5 h / Heating

7: thionyl chloride / 2.5 h / 50 °C

8: NH₃(g) / CHCl₃ / 1 h

9: POCl₃ / dimethylformamide / 3 h / 80 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; potassium permanganate; bis(triphenylphosphine)nickel(II) chloride; thionyl chloride; ammonia; hydrogen; trichlorophosphate; platinum(IV) oxide; In tetrahydrofuran; methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00144a021

Reference yield:

3-(3-methylphenyl)pyridine (4385-67-5) → (+/-)-DS 121 (150336-90-6)

Guidance literature:

Multi-step reaction with 8 steps

1: KMnO₄ / H₂O / Heating

2: HCl / 24 h / Heating

3: H₂, conc. HCl / PtO₂ / methanol / 2585.7 Torr

4: 1.) NaBH₄ / 1.) benzene, T<15 deg C, 2 h, 2.) benzene, reflux, 3 h

5: 10percent aq. NaOH / methanol / 1.5 h / Heating

6: thionyl chloride / 2.5 h / 50 °C

7: NH₃(g) / CHCl₃ / 1 h

8: POCl₃ / dimethylformamide / 3 h / 80 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; potassium permanganate; thionyl chloride; ammonia; hydrogen; trichlorophosphate; platinum(IV) oxide; In methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00144a021

upstream raw materials:

3-(3-carbamoylphenyl)-N-n-propylpiperidine hydrochloride

3-(4-hydroxy-1-hydroxymethyl-butyl)-benzonitrile

3-Bromopyridine

3-(3-methylphenyl)pyridine

Refernces

• 1、 Hacksell, Uli,Arvidsson, Lars-Erik,Svensson, Uno,Nilsson, J. Lars G.. "3-Phenylpiperidines. Central Dopamine-Autoreceptor Stimulating Activity". . p. 1475 - 1482. Retrieved 2007/10/02.