1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one

Base Information

• Chemical Name: 1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one
• CAS No.: 380605-29-8
• Molecular Formula: C9H9N3O
• Molecular Weight: 175.19
• Mol file: 380605-29-8.mol

Synonyms:1-CYCLOPROPYL-1,3-DIHYDROIMIDAZO[4,5-C]PYRIDINE-2-ONE;1-Cyclopropyl-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one;1-cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridin-2-one;

Chemical Property of 1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one

Chemical Property:

• PSA: 50.68000
• LogP: 1.05950
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one is a novel inhibitor of human La protein with anti-viral activity.

Technology Process of 1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one

There total 2 articles about 1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-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:

4-hydroxy-3-nitropyridine (5435-54-1) → 1-cyclopropyl-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one (380605-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trichlorophosphate / 1,2-dichloro-ethane / 4 h / 80 - 85 °C / Inert atmosphere

1.2: 1 h / 0 - 65 °C / Inert atmosphere

2.1: 100 °C / Sealed tube; Inert atmosphere

3.1: palladium on activated charcoal; hydrogen / ethanol; water / 4 h / 2585.81 Torr / Inert atmosphere

4.1: acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

With palladium on activated charcoal; hydrogen; trichlorophosphate; In ethanol; water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1021/op049899l

Reference yield:

4-methoxy-3-nitro-pyridine (31872-62-5) → 1-cyclopropyl-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one (380605-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / ethanol / 3 h / Reflux

2: hydrogen / palladium 10% on activated carbon / ethanol / 20 °C / 2585.81 Torr

3: acetonitrile / 1 h / 0 - 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In ethanol; acetonitrile;

Reference yield: 51.0%

1-cyclopropyl-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one (380605-29-8) + C22H21ClN4O*ClH (918152-12-2) → C31H29N7O2

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

upstream raw materials:

4-methoxy-3-nitro-pyridine

4-hydroxy-3-nitropyridine

Downstream raw materials:

4-(5-bromo-2-((1-cyclopropyl-2-oxo-1H-imidazo[4,5-c]pyridin-3(2H)-yl)methyl)-1H-indol-1-yl)butyl 4-methylbenzensulfonate

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