4-(2-Fluorophenyl)-1-methylpiperidine-4-carbonitrile

Base Information

• Chemical Name: 4-(2-Fluorophenyl)-1-methylpiperidine-4-carbonitrile
• CAS No.: 69584-88-9
• Molecular Formula: C13H15FN2
• Molecular Weight: 218.274
• DSSTox Substance ID: DTXSID101218510
• Mol file: 69584-88-9.mol

Synonyms:4-(2-FLUOROPHENYL)-1-METHYLPIPERIDINE-4-CARBONITRILE;69584-88-9;SCHEMBL5729940;OGPMTUJQOQGMNL-UHFFFAOYSA-N;DTXSID101218510;SB43863;4-(2-Fluorophenyl)-1-methyl-4-piperidinecarbonitrile

Chemical Property of 4-(2-Fluorophenyl)-1-methylpiperidine-4-carbonitrile

Chemical Property:

• PSA: 27.03000
• LogP: 2.25058
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 218.12192665
• Heavy Atom Count: 16
• Complexity: 286

Purity/Quality:

4-(2-Fluorophenyl)-1-methylpiperidine-4-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)(C#N)C2=CC=CC=C2F

Technology Process of 4-(2-Fluorophenyl)-1-methylpiperidine-4-carbonitrile

There total 3 articles about 4-(2-Fluorophenyl)-1-methylpiperidine-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: 89.0%

2-fluorophenyl acetonitrile (326-62-5) + mechlorethamine hydrochloride (55-86-7) → 4-(2-fluorophenyl)-1-methylpiperidine-4-carbonitrile (69584-88-9)

Guidance literature:

2-fluorophenyl acetonitrile; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

mechlorethamine hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 66 ℃; for 3.08333h;

DOI:10.2174/1570180817999201117150714

Reference yield:

2-fluorobenzyl chloride (345-35-7) → 4-(2-fluorophenyl)-1-methylpiperidine-4-carbonitrile (69584-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide / 2 h / Ambient temperature

2: 1.) sodium hydride / 1.) DMF, r.t., 30 min; 2.) DMF, 90 degC, 16h

With sodium hydride; In dimethyl sulfoxide;

Reference yield:

2-fluorophenyl acetonitrile (326-62-5) + nitrogen mustard (51-75-2) → 4-(2-fluorophenyl)-1-methylpiperidine-4-carbonitrile (69584-88-9)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, r.t., 30 min; 2.) DMF, 90 degC, 16h;

upstream raw materials:

2-fluorophenyl acetonitrile

mechlorethamine hydrochloride

nitrogen mustard

2-fluorobenzyl chloride

Downstream raw materials:

1’-methyl-1,2-dihydrospiro-[indole-3,4’-piperidine]

(4-(2-fluorophenyl)-1-methylpiperidin-4-yl) methanamine

4-benzoyl-4-(2-fluorophenyl)-1-methylpiperidine

2-<(1,1'-biphenyl)-2-yl>-1'-methylspiro<3H-indole-3,4'-piperidine>