2-(Piperidin-4-yl)nicotinonitrile

Base Information

• Chemical Name: 2-(Piperidin-4-yl)nicotinonitrile
• CAS No.: 630116-81-3
• Molecular Formula: C11H13N3
• Molecular Weight: 187.244
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80582435
• Wikidata: Q82473860
• Mol file: 630116-81-3.mol

Synonyms:2-(Piperidin-4-yl)nicotinonitrile;630116-81-3;2-piperidin-4-ylpyridine-3-carbonitrile;2-(4-piperidinyl)nicotinonitrile;SCHEMBL4011429;DTXSID80582435;FQAWTXMAIUDAGF-UHFFFAOYSA-N;AKOS016006751;SB41577;2-(Piperidin-4-yl)pyridine-3-carbonitrile;F2147-2450

Chemical Property of 2-(Piperidin-4-yl)nicotinonitrile

Chemical Property:

• PSA: 48.71000
• LogP: 1.74908
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.110947427
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(Piperidin-4-yl)nicotinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNCCC1C2=C(C=CC=N2)C#N

Technology Process of 2-(Piperidin-4-yl)nicotinonitrile

There total 1 articles about 2-(Piperidin-4-yl)nicotinonitrile 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:

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) → 2-(4-piperidinyl)nicotinonitrile (630116-81-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / lithium hexamethyldisilazide / tetrahydrofuran / 4 h / -78 °C

2: 78 percent / potassium acetate; [1,1'-bis(diphenylphosphino)ferrocene] dichloropalladium(II); 1,1'-bis(diphenylphosphino)ferrocene / dioxane / 16 h / 80 °C

3: 78 percent / potassium carbonate; [1,1'-bis(diphenylphosphino)ferrocene] dichloropalladium(II) / dimethylformamide / 16 h / 80 °C

4: 30 mg / H₂ / Pd/C / ethanol / 24 h / 23 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen; potassium acetate; potassium carbonate; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide; 4: Suzuki cross-coupling;

DOI:10.1021/jm060662k

Reference yield: 17.0%

2-(4-piperidinyl)nicotinonitrile (630116-81-3) + 2-bromo-N-(3-methylphenyl)acetamide (5439-17-8) → 2-(3-cyano-3',4',5',6'-tetrahydro-2'H-[2,4'-bipyridine]-1'-yl)-N-(m-tolyl)acetamide

Guidance literature:

With N,N-dimethyl-formamide; In toluene; at 60 ℃; for 16h;

DOI:10.1021/jm060662k

Reference yield:

2-(4-piperidinyl)nicotinonitrile (630116-81-3) + 2-chloro-N-(2,6-dimethylphenyl)acetamide (1131-01-7) → 2-[4-(3-cyano-2-pyridinyl)-1-piperidinyl]-N-(2,6-dimethylphenyl)acetamide

Guidance literature:

With sodium carbonate; In water; N,N-dimethyl-formamide;

upstream raw materials:

benzyl 4-oxo-1-piperidinecarboxylate