2-Piperidin-1-ylmethyl-1H-benzoimidazole

Base Information

• Chemical Name: 2-Piperidin-1-ylmethyl-1H-benzoimidazole
• CAS No.: 50365-34-9
• Molecular Formula: C₁₃H₁₇N₃
• Molecular Weight: 215.298
• DSSTox Substance ID: DTXSID701276944
• ChEMBL ID: CHEMBL1378366
• Mol file: 50365-34-9.mol

Synonyms:2-(piperidylmethyl)benzimidazole;2-Piperidin-1-ylmethyl-1H-benzoimidazole;Cambridge id 5175556;Oprea1_060949;Oprea1_078656;CBDivE_009082;MLS000526051;CHEMBL1378366;SCHEMBL15063202;DTXSID701276944;HMS1685F03;HMS2474K12;CCG-15265;AKOS000538625;NCGC00245469-01;SMR000116525;2-(1-piperidinylmethyl)-1H-Benzimidazole;2-(piperidinomethyl)-1H-1,3-benzimidazole;EU-0033829;AB00074918-01;2-(PIPERIDIN-1-YLMETHYL)-1H-1,3-BENZODIAZOLE;50365-34-9

Chemical Property of 2-Piperidin-1-ylmethyl-1H-benzoimidazole

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.142247555
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

2-(1-piperidinylmethyl)-1H-Benzimidazole 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCN(CC1)CC2=NC3=CC=CC=C3N2

Technology Process of 2-Piperidin-1-ylmethyl-1H-benzoimidazole

There total 8 articles about 2-Piperidin-1-ylmethyl-1H-benzoimidazole 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: 73.0%

piperidine (110-89-4) + 2-chloromethyl-1H-benzimidazole (4857-04-9) → 2-(piperidin-1-ylmethyl)-1H-benzo[d]imidazole (50365-34-9)

Guidance literature:

In N,N-dimethyl-formamide; at -5 - 20 ℃; for 1.75h;

Reference yield: 62.0%

piperidine (110-89-4) + 1H-benzoimidazole-2-carboxaldehyde (3314-30-5) → 2-(piperidin-1-ylmethyl)-1H-benzo[d]imidazole (50365-34-9)

Guidance literature:

With sodium tris(acetoxy)borohydride; In methanol; 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1021/ja105743g

Reference yield:

1,2-diamino-benzene (95-54-5) → 2-(piperidin-1-ylmethyl)-1H-benzo[d]imidazole (50365-34-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous HCl

With hydrogenchloride;

DOI:10.1021/jo01213a002

upstream raw materials:

piperidine

2-chloromethyl-1H-benzimidazole

piperidino-acetic acid-(2-amino-anilide)

2-(Hydroxymethyl)benzimidazole

Downstream raw materials:

1-[2-(2,6-dimethylphenoxy)ethyl]-2-piperidin-1-ylmethyl-1H-benzimidazole

Refernces

• 1、 Rathore, Ankita,Mujeeb-Ur-Rahman,Siddiqui, Anees A.,Ali, Abuzer,Yar, Mohammad Shahar. "Synthesis and evaluation of benzimidazole derivatives as selective COX-2 inhibitors". . p. 188 - 199. Retrieved 2015/04/14.
• 2、 Presolski, Stanislav I.,Hong, Vu,Cho, So-Hye,Finn. "Tailored ligand acceleration of the cu-catalyzed azide-alkyne cycloaddition reaction: Practical and mechanistic implications". supporting information; experimental part. p. 14570 - 14576. Retrieved 2010/12/24.