2-(Piperidin-4-YL)benzonitrile

Base Information

• Chemical Name: 2-(Piperidin-4-YL)benzonitrile
• CAS No.: 304462-63-3
• Molecular Formula: C12H14N2
• Molecular Weight: 186.257
• European Community (EC) Number: 856-530-5
• DSSTox Substance ID: DTXSID20441017
• Wikidata: Q82257551
• Mol file: 304462-63-3.mol

Synonyms:2-(PIPERIDIN-4-YL)BENZONITRILE;304462-63-3;2-piperidin-4-ylbenzonitrile;Benzonitrile, 2-(4-piperidinyl)-;2-Piperidin-4-yl-benzonitrile;SCHEMBL1513147;DTXSID20441017;TQP0508;XZCWBSDEASNABK-UHFFFAOYSA-N;AKOS006308122;FT-0763836;EN300-303543;A820378

Chemical Property of 2-(Piperidin-4-YL)benzonitrile

Chemical Property:

• PSA: 35.82000
• LogP: 2.35408
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.115698455
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

97% ^*data from raw suppliers

2-(piperidin-4-yl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1C2=CC=CC=C2C#N

Technology Process of 2-(Piperidin-4-YL)benzonitrile

There total 10 articles about 2-(Piperidin-4-YL)benzonitrile 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:

2-bromo-5-chloro-benzonitrile (57381-37-0) → 2-(piperidin-4-yl)benzonitrile (304462-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / K₃PO₄ / Pd(PPh₃)4 / dioxane; H₂O / 11 h / 85 °C

2: H₂

With potassium phosphate; hydrogen; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; 1: Suzuki coupling;

DOI:10.1016/j.tet.2004.09.092

Reference yield:

3-chloro-benzonitrile (766-84-7) → 2-(piperidin-4-yl)benzonitrile (304462-63-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / TFA; H₂SO₄; 1,3-dibromo-5,5-dimethylhydantoin / 6 h / 24 - 31 °C

2: 82 percent / K₃PO₄ / Pd(PPh₃)4 / dioxane; H₂O / 11 h / 85 °C

3: H₂

With potassium phosphate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid; hydrogen; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; 2: Suzuki coupling;

DOI:10.1016/j.tet.2004.09.092

Reference yield:

(4-chloro-2-cyanophenyl)boronic acid (819070-53-6) → 2-(piperidin-4-yl)benzonitrile (304462-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: K₃PO₄ / Pd(PPh₃)4 / dioxane; H₂O / 85 °C

2: H₂

With potassium phosphate; hydrogen; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; 1: Suzuki coupling;

DOI:10.1016/j.tet.2004.09.092

upstream raw materials:

5-chloro-2-(pyridin-4-yl)benzonitrile

3-chloro-benzonitrile

2-bromo-5-chloro-benzonitrile

(4-chloro-2-cyanophenyl)boronic acid

Downstream raw materials:

C₃₆H₄₅F₃N₆O₃S₂