4-(2-Keto-1-benzimidazolinyl)piperidine

Base Information

• Chemical Name: 4-(2-Keto-1-benzimidazolinyl)piperidine
• CAS No.: 20662-53-7
• Molecular Formula: C12H15N3O
• Molecular Weight: 217.271
• Hs Code.: 29333999
• European Community (EC) Number: 243-950-3
• UNII: 4RP0AED2PC
• DSSTox Substance ID: DTXSID0057679
• Nikkaji Number: J280.638J
• Wikidata: Q27260404
• ChEMBL ID: CHEMBL3331429
• Mol file: 20662-53-7.mol

Synonyms:benzimidazolone

Chemical Property of 4-(2-Keto-1-benzimidazolinyl)piperidine

Chemical Property:

• Appearance/Colour: off-white to slightly yellow powder
• Melting Point: 183-185 °C(lit.)
• Refractive Index: 1.5290 (estimate)
• Boiling Point: 357.82°C (rough estimate)
• PKA: 12.06±0.30(Predicted)
• PSA: 49.82000
• Density: 1.218 g/cm³
• LogP: 1.58290
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 217.121512110
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(2-Keto-1-benzimidazolinyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1N2C3=CC=CC=C3NC2=O
• Uses: 4-(2-Keto-1-benzimidazolinyl)piperidine was used to study the structure–activity relationships with several potent and selective analogues.

Technology Process of 4-(2-Keto-1-benzimidazolinyl)piperidine

There total 17 articles about 4-(2-Keto-1-benzimidazolinyl)piperidine 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: 100.0%

1,3-dihydro-1-(1-tert-butyloxycarbonylpiperidin-4-yl)-2H-benzimidazol-2-one (87120-81-8) → 4-(2-keto-1-benzimidazolinyl)piperidine (20662-53-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1080/00397911.2012.670740

Reference yield: 89.0%

4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-piperidine-1-carboxylic acid ethyl ester (53786-47-3) → 4-(2-keto-1-benzimidazolinyl)piperidine (20662-53-7)

Guidance literature:

With sodium hydroxide; at 100 ℃; for 23h;

DOI:10.1002/cmdc.201900283

Reference yield: 67.88%

tert‐butyl 4‐((2‐aminophenyl)amino)piperidine‐1‐carboxylate (79099-00-6) → 4-(2-keto-1-benzimidazolinyl)piperidine (20662-53-7)

Guidance literature:

With phosgene; In dichloromethane; at 20 ℃; for 0.5h;

upstream raw materials:

1,3-dihydro-1-(1-tert-butyloxycarbonylpiperidin-4-yl)-2H-benzimidazol-2-one

4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-piperidine-1-carboxylic acid ethyl ester

ethyl 4-((2-nitrophenyl)amino)piperidine-1-carboxylate

ethyl 4-aminopiperidine-1-carboxylate

Downstream raw materials:

1-{1-[3-(2-Oxo-6-phenyl-piperidin-1-yl)-propyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-one; compound with oxalic acid

1,3-dihydro-1-(1-tert-butyloxycarbonylpiperidin-4-yl)-2H-benzimidazol-2-one

R 4782

Refernces

• 1、 -. "1-(Piperidin-4-yl)-2-benzimidazolone compounds and application thereof". . . Retrieved 2018/03/26.
• 2、 Rasheed, Mohammed Abdul,Shaik, Nagul Meera,Nirogi, Ramakrishna. "Concise and simple synthesis of M1 allosteric agonist TBPB". supporting information. p. 1796 - 1801. Retrieved 2013/05/21.