2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile

Base Information

• Chemical Name: 2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile
• CAS No.: 1610680-65-3
• Molecular Formula: C₂₅H₂₅N₅O₂
• Molecular Weight: 427.506
• Mol file: 1610680-65-3.mol

Synonyms:

Chemical Property of 2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile

There total 8 articles about 2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile 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:

6-iodo-3-nitroquinolin-4-ol (1203578-70-4,1345447-23-5) → 2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile (1610680-65-3)

Guidance literature:

Multi-step reaction with 6 steps

1: trichlorophosphate / 2 h / 20 - 120 °C

2: acetic acid / 3 h / 20 °C / Inert atmosphere

3: iron; ammonium chloride / ethanol; water / 2 h / Reflux; Heating

4: triethylamine / dichloromethane / 2 h / 0 - 20 °C

5: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 24 h / 20 °C / Sealed tube

6: sodium t-butanolate; palladium diacetate; catacxium A / toluene / 115 °C / Sealed tube; Inert atmosphere

With tetrabutylammomium bromide; palladium diacetate; iron; ammonium chloride; acetic acid; triethylamine; sodium hydroxide; sodium t-butanolate; catacxium A; trichlorophosphate; In ethanol; dichloromethane; water; toluene; 6: |Buchwald-Hartwig Coupling;

DOI:10.1021/jm500361r

Reference yield:

5-iodo-2-((2-nitrovinyl)amino)benzoic acid (1345447-21-3) → 2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile (1610680-65-3)

Guidance literature:

Multi-step reaction with 7 steps

1: potassium acetate; acetic anhydride / 1.5 h / 120 °C

2: trichlorophosphate / 2 h / 20 - 120 °C

3: acetic acid / 3 h / 20 °C / Inert atmosphere

4: iron; ammonium chloride / ethanol; water / 2 h / Reflux; Heating

5: triethylamine / dichloromethane / 2 h / 0 - 20 °C

6: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 24 h / 20 °C / Sealed tube

7: sodium t-butanolate; palladium diacetate; catacxium A / toluene / 115 °C / Sealed tube; Inert atmosphere

With tetrabutylammomium bromide; potassium acetate; palladium diacetate; acetic anhydride; iron; ammonium chloride; acetic acid; triethylamine; sodium hydroxide; sodium t-butanolate; catacxium A; trichlorophosphate; In ethanol; dichloromethane; water; toluene; 7: |Buchwald-Hartwig Coupling;

DOI:10.1021/jm500361r

Reference yield:

4-(2-cyanoprop-2-yl)-1-nitrobenzene (71825-51-9) → 2-methyl-2-(4-(3-methyl-8-morpholino-2-oxo-2,3-dihydro-1H-imidazo[4,5-c]quinolin-1-yl)phenyl)propanenitrile (1610680-65-3)

Guidance literature:

Multi-step reaction with 6 steps

1: iron; ammonium chloride / ethanol; water / 2 h / Heating; Reflux

2: acetic acid / 3 h / 20 °C / Inert atmosphere

3: iron; ammonium chloride / ethanol; water / 2 h / Reflux; Heating

4: triethylamine / dichloromethane / 2 h / 0 - 20 °C

5: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 24 h / 20 °C / Sealed tube

6: sodium t-butanolate; palladium diacetate; catacxium A / toluene / 115 °C / Sealed tube; Inert atmosphere

With tetrabutylammomium bromide; palladium diacetate; iron; ammonium chloride; acetic acid; triethylamine; sodium hydroxide; sodium t-butanolate; catacxium A; In ethanol; dichloromethane; water; toluene; 6: |Buchwald-Hartwig Coupling;

DOI:10.1021/jm500361r

upstream raw materials:

6-iodo-3-nitroquinolin-4-ol

5-iodo-2-((2-nitrovinyl)amino)benzoic acid

2-(4-((6-iodo-3-nitroquinolin-4-yl)amino)phenyl)-2-methylpropanenitrile

4-(2-cyanoprop-2-yl)-1-nitrobenzene