2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile

Base Information

Chemical Name:2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile
CAS No.:1428795-06-5
Molecular Formula:C₂₈H₂₂FN₃O
Molecular Weight:435.501
Hs Code.:

Synonyms:2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile

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Chemical Property of 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile

Chemical Property:

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Technology Process of 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile

There total 14 articles about 2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile 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:

: potassium cyanide

: C₂₇H₂₂BrFN₂O

: 1428795-06-5
2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 54781-93-0
1H-indole-2,3-dicarboxylic acid dimethyl ester

: 1428795-06-5
2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile

Guidance literature:: Multi-step reaction with 13 steps

1.1: caesium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 90 °C

2.1: potassium hydroxide; ethanol / 18 h / 95 °C / Reflux

2.2: pH 1

3.1: trifluoroacetic anhydride / dichloromethane / 1 h / 20 °C

4.1: 18 h / 90 °C / Reflux

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

6.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Cooling with ice

6.2: 0 °C

7.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

8.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

9.1: lithium hydroxide; methanol / tetrahydrofuran / Reflux

9.2: 0 °C / pH < 2

10.1: thionyl chloride / 2 h / 70 °C

11.1: sodium tetrahydroborate / tetrahydrofuran / 70 °C

11.2: 0 °C

12.1: sulfurous dibromide / cis-1,2-Dichloroethylene / 2 h / 70 °C

13.1: N,N-dimethyl-formamide / 20 °C

With methanol; sodium tetrahydroborate; sulfurous dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; ethanol; sodium hydride; sodium carbonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; potassium iodide; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; cis-1,2-Dichloroethylene; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1428794-96-0
dimethyl 1-(4-fluorobenzyl)-1H-indole-2,3-dicarboxylate

: 1428795-06-5
2-(9-(4-fluorobenzyl)-2-methyl-1-oxo-4-(p-tolyl)-2,9-dihydro-1H-pyrido[3,4-b]indol-3-yl)acetonitrile

Guidance literature:: Multi-step reaction with 12 steps

1.1: potassium hydroxide; ethanol / 18 h / 95 °C / Reflux

1.2: pH 1

2.1: trifluoroacetic anhydride / dichloromethane / 1 h / 20 °C

3.1: 18 h / 90 °C / Reflux

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h

5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Cooling with ice

5.2: 0 °C

6.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

7.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

8.1: lithium hydroxide; methanol / tetrahydrofuran / Reflux

8.2: 0 °C / pH < 2

9.1: thionyl chloride / 2 h / 70 °C

10.1: sodium tetrahydroborate / tetrahydrofuran / 70 °C

10.2: 0 °C

11.1: sulfurous dibromide / cis-1,2-Dichloroethylene / 2 h / 70 °C

12.1: N,N-dimethyl-formamide / 20 °C

With methanol; sodium tetrahydroborate; sulfurous dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; ethanol; sodium hydride; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic anhydride; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; cis-1,2-Dichloroethylene; dichloromethane; water; N,N-dimethyl-formamide;