1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde

Base Information

Chemical Name:1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde
CAS No.:889878-49-3
Molecular Formula:C₂₇H₂₁FN₂O₂
Molecular Weight:424.474
Hs Code.:

Synonyms:1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde

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Chemical Property of 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde

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Technology Process of 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde

There total 10 articles about 1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde 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: 80.0%

: 889878-48-2
3-(2-bromo-phenyl)-4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-1H-pyrrole-2-carboxylic acid phenylamide

: 889878-49-3
1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde

Guidance literature:: With caesium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 20h;

Reference yield:

: 889878-44-8
3-(2-bromo-phenyl)-4-(4-fluoro-phenyl)-1H-pyrrole-2-carboxylic acid ethyl ester

: 889878-49-3
1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: KOH / dimethylsulfoxide / 2 h / 25 °C

2: POCl₃ / 1,2-dichloro-ethane / 18 h / 80 °C

3: NaOH / methanol / 3 h / 60 °C

4: SOCl₂ / 1 h / 70 °C

5: Et₃N / CH₂Cl₂ / 12 h / 0 - 25 °C

6: 37 percent / [9,9-dimethyl-4,5-bis(diphenylphosphino)]xanthane; Cs₂CO₃ / Pd(OAc)2 / toluene / 16 h / 100 °C

With potassium hydroxide; sodium hydroxide; thionyl chloride; caesium carbonate; triethylamine; trichlorophosphate; palladium diacetate; In methanol; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene; 2: Vilsmeier-Haack formylation / 6: Buchwald aryl-amidation;
DOI:10.1016/j.bmcl.2007.05.097

Reference yield:

: 889878-45-9
3-(2-bromo-phenyl)-4-(4-fluoro-phenyl)-1-isopropyl-1H-pyrrole-2-carboxylic acid ethyl ester

: 889878-49-3
1-(4-fluoro-phenyl)-3-isopropyl-4-oxo-5-phenyl-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-2-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: POCl₃ / 1,2-dichloro-ethane / 18 h / 80 °C

2: NaOH / methanol / 3 h / 60 °C

3: SOCl₂ / 1 h / 70 °C

4: Et₃N / CH₂Cl₂ / 12 h / 0 - 25 °C

5: 37 percent / [9,9-dimethyl-4,5-bis(diphenylphosphino)]xanthane; Cs₂CO₃ / Pd(OAc)2 / toluene / 16 h / 100 °C

With sodium hydroxide; thionyl chloride; caesium carbonate; triethylamine; trichlorophosphate; palladium diacetate; In methanol; dichloromethane; 1,2-dichloro-ethane; toluene; 1: Vilsmeier-Haack formylation / 5: Buchwald aryl-amidation;
DOI:10.1016/j.bmcl.2007.05.097