(Z)-N¹-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N³-(4-fluorophenyl)malonamide

Base Information

• Chemical Name: (Z)-N¹-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N³-(4-fluorophenyl)malonamide
• CAS No.: 1474049-68-7
• Molecular Formula: C₂₂H₁₇FN₄O₃
• Molecular Weight: 404.4

Synonyms:(Z)-N¹-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N³-(4-fluorophenyl)malonamide

Chemical Property of (Z)-N¹-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N³-(4-fluorophenyl)malonamide

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Technology Process of (Z)-N¹-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N³-(4-fluorophenyl)malonamide

There total 6 articles about (Z)-N¹-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N³-(4-fluorophenyl)malonamide 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: 44.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) + N1-(4-fluorophenyl)-N3-(2-oxoindolin-6-yl)malonamide (1474049-67-6) → (Z)-N1-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N3-(4-fluorophenyl)malonamide (1474049-68-7)

Guidance literature:

With pyrrolidine; In ethanol; at 100 ℃; for 0.333333h; Microwave irradiation;

Reference yield:

4-fluoroaniline (371-40-4) → (Z)-N1-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N3-(4-fluorophenyl)malonamide (1474049-68-7)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 4 h / Cooling with ice

2: sodium hydroxide / ethanol / 1.5 h / Reflux

3: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide; acetonitrile / 3 h

4: pyrrolidine / ethanol / 0.33 h / 100 °C / Microwave irradiation

With pyrrolidine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

3-((4-fluorophenyl)amino)-3-oxo-propionic acid ethyl ester (104330-60-1) → (Z)-N1-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N3-(4-fluorophenyl)malonamide (1474049-68-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / ethanol / 1.5 h / Reflux

2: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide; acetonitrile / 3 h

3: pyrrolidine / ethanol / 0.33 h / 100 °C / Microwave irradiation

With pyrrolidine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In ethanol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

4-fluoroaniline

3-((4-fluorophenyl)amino)-3-oxopropanoic acid

3-((4-fluorophenyl)amino)-3-oxo-propionic acid ethyl ester

2-pyrrole aldehyde

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