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

Base Information

• Chemical Name: 1-(piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one
• CAS No.: 185961-99-3
• Molecular Formula: C11H14N4O
• Molecular Weight: 218.258
• Hs Code.: 2933990090
• Mol file: 185961-99-3.mol

Synonyms:1-(Piperidin-4-yl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-on

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

Chemical Property:

• PSA: 62.97000
• Density: 1.272g/cm³
• LogP: 1.39020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 1 articles about 1-(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:

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) → 1-(piperidin-4-yl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (185961-99-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trifluoroacetic acid; sodium tris(acetoxy)borohydride / isopropyl alcohol / 15 °C

1.2: 20 °C

2.1: tetrahydrofuran / -15 - 10 °C

3.1: sodium hydroxide / tetrahydrofuran / 50 °C

4.1: sodium hydrogencarbonate; 1,4-di(diphenylphosphino)-butane / palladium diacetate / tert-Amyl alcohol / 35 - 100 °C / Reflux

5.1: hydrogen / palladium 10% on activated carbon / methanol / 60 °C / 3102.97 Torr

With hydrogen; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; 1,4-di(diphenylphosphino)-butane; trifluoroacetic acid; sodium hydroxide; palladium 10% on activated carbon; palladium diacetate; In tetrahydrofuran; methanol; tert-Amyl alcohol; isopropyl alcohol;

Reference yield: 100.0%

1-(piperidin-4-yl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (185961-99-3) + (E)-2-(6-(2,3-difluorophenyl)-7,8-dihydro-5H-cyclohepta[b]pyridin-9(6H)-ylidene)acetic acid (1190363-55-3) → (E)-1-(1-(2-(6-(2,3-Difluorophenyl)-7,8-dihydro-5H-cyclohepta[b]pyridin-9(6H)-ylidene)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one (1190363-56-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 44h;

Reference yield: 68.0%

1-(piperidin-4-yl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (185961-99-3) + C14H19NO3 → N-benzyl-N-(2-oxo-2-(4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidin-1-yl)ethyl)pivalamide

Guidance literature:

With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

DOI:10.1021/acs.jmedchem.0c02191

upstream raw materials:

benzyl 4-oxo-1-piperidinecarboxylate

Downstream raw materials:

1-[1-({5-[3-chloro-5-(4-morpholinyl)phenyl]-1,3,4-oxadiazol-2-yl}acetyl)-4-piperidinyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

1-{1-[(5-{3-chloro-5-[1-(2,2,2-trifluoroethyl)-1,2,3,6-tetrahydro-4-pyridinyl]phenyl}-1,3,4-oxadiazol-2-yl)acetyl]-4-piperidinyl}-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

1-[1-({5-[3-chloro-5-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-yl}acetyl)-4-piperidinyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

1-[1-({5-[3-chloro-5-(4-pyridazinyl)phenyl]-1,3,4-oxadiazol-2-yl}acetyl)-4-piperidinyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

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