3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine

Base Information

• Chemical Name: 3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine
• CAS No.: 117652-44-5
• Molecular Formula: C₁₇H₁₈N₄O
• Molecular Weight: 294.356
• Mol file: 117652-44-5.mol

Synonyms:3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine

Chemical Property of 3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine

There total 7 articles about 3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine 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: 40.0%

1,1-dichloromethyl-N,N-dimethylamine (25818-74-0) + 3-(dicyanomethylene)-1-(4-methoxyphenyl)pyrrolidine (117652-43-4) + lithium diisopropylamide mono(tetrahydrofuran) → 3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine (117652-44-5)

Guidance literature:

With trichlorophosphate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; cyclohexanol;

Reference yield:

ethyl 3?((4?methoxyphenyl)amino)propanoate (63767-58-8) → 3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine (117652-44-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / K₂CO₃ / dimethylformamide / 2 h / 60 °C

2: 64 percent / NaOEt / benzene; ethanol / 0.5 h / Heating

3: 67 percent / 6N HCl / 1 h

4: 48 percent / benzene / 2 h

5: 1.) lithium diisopropylamide mono(tetrahydrofuran) / 1.) THF, cyclohexane, dry ice, 1 h, 2.) -65 deg C, 18 h

With hydrogenchloride; sodium ethanolate; potassium carbonate; lithium diisopropylamide mono(tetrahydrofuran); In ethanol; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo00262a046

Reference yield:

1-(4-methoxyphenyl)pyrrolidin-3-one (117652-42-3) → 3-(dicyanomethylene)-4-<(N,N-dimethylamino)methylene>-1-(4-methoxyphenyl)pyrrolidine (117652-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / benzene / 2 h

2: 1.) lithium diisopropylamide mono(tetrahydrofuran) / 1.) THF, cyclohexane, dry ice, 1 h, 2.) -65 deg C, 18 h

With lithium diisopropylamide mono(tetrahydrofuran); In benzene;

DOI:10.1021/jo00262a046

upstream raw materials:

1,1-dichloromethyl-N,N-dimethylamine

3-(dicyanomethylene)-1-(4-methoxyphenyl)pyrrolidine

ethyl 3?((4?methoxyphenyl)amino)propanoate

1-(4-methoxyphenyl)pyrrolidin-3-one

Downstream raw materials:

6-amino-7-cyano-2-(4-methoxyphenyl)-2,3-dihydropyrrolo<3,4-c>pyridine