3-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

Base Information

• Chemical Name: 3-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one
• CAS No.: 107618-03-1
• Molecular Formula: C11H14N4O
• Molecular Weight: 218.26
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30549573
• Wikidata: Q82428673
• Mol file: 107618-03-1.mol

Synonyms:107618-03-1;3-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one;3-Piperidin-4-yl-1H-imidazo[4,5-b]pyridin-2-one;3-(piperidin-4-yl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one;3-PIPERIDIN-4-YL-1,3-DIHYDRO-IMIDAZO[4,5-B]PYRIDIN-2-ONE;SCHEMBL2604347;DTXSID30549573;LBSZQPOIIRAKEL-UHFFFAOYSA-N;AKOS022172161;EN300-265465;F1907-0415;3-(piperidin-4-yl)-1H,2H,3H-imidazo[4,5-b]pyridin-2-one

Chemical Property of 3-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

Chemical Property:

• PSA: 62.97000
• LogP: 1.39020
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 218.11676108
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

98%min ^*data from raw suppliers

3-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1N2C3=C(C=CC=N3)NC2=O

Technology Process of 3-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

There total 10 articles about 3-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one 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: 79.0%

2-((piperidin-4-yl)amino)pyridine-3-carboxylic acid → 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one (107618-03-1)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; for 5h; Reflux; Inert atmosphere;

Reference yield: 53.0%

4-(2-Oxo-1,2-dihydro-imidazo[4,5-b]pyridin-3-yl)-piperidine-1-carboxylic acid ethyl ester (107618-34-8) → 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one (107618-03-1)

Guidance literature:

With sodium hydroxide; for 8h; Heating;

DOI:10.1021/jm00388a012

Reference yield:

Ethyl 4-(3-nitropyridin-2-ylamino)piperidine-1-carboxylate (618900-69-9) → 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one (107618-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Zn; aq. HCl / methanol / 50 °C

2: acetonitrile

3: aq. NaOH / 100 °C

With hydrogenchloride; sodium hydroxide; zinc; In methanol; acetonitrile;

DOI:10.1016/j.bmcl.2006.07.044

upstream raw materials:

4-(2-Oxo-1,2-dihydro-imidazo[4,5-b]pyridin-3-yl)-piperidine-1-carboxylic acid ethyl ester

ethyl 4-aminopiperidine-1-carboxylate

ethyl 4-(3-aminopyridin-2-ylamino)piperidine-1-carboxylate

Ethyl 4-(3-nitropyridin-2-ylamino)piperidine-1-carboxylate