3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile

Base Information

Chemical Name:3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile
CAS No.:1069042-52-9
Molecular Formula:C₂₅H₂₂N₂
Molecular Weight:350.463
Hs Code.:

Synonyms:3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile

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Chemical Property of 3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile

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Technology Process of 3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile

There total 10 articles about 3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]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: 36.0%

: 1069046-30-5
3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanamide

: 1069042-52-9
3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile

Guidance literature:: With thionyl chloride; In benzene; for 12h; Reflux;
DOI:10.1021/jm500494y

Reference yield:

: 10075-50-0
5-bromo-1H-indole

: 1069042-52-9
3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: copper(I) bromide; potassium carbonate; potassium hydroxide; copper diacetate / 140 °C

2.1: aluminum (III) chloride / dichloromethane / 1 h / 20 °C

2.2: 3 h / 20 °C

3.1: sodium tetrahydroborate / methanol / 1 h / 20 °C / Cooling with ice

3.2: Cooling with ice

4.1: tin(IV) chloride; triethylsilane / dichloromethane / 1 h / -78 °C

5.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / 5 h / 120 °C / Sealed tube

6.1: sodium hydroxide / methanol; water; tetrahydrofuran / Heating

6.2: pH 1

7.1: palladium on activated charcoal; hydrogen / methanol / 20 °C

8.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 4 h / 0 - 20 °C

8.2: 1 h / 20 °C

9.1: thionyl chloride / benzene / 12 h / Reflux

With triethylsilane; aluminum (III) chloride; sodium tetrahydroborate; thionyl chloride; palladium on activated charcoal; hydrogen; copper diacetate; palladium diacetate; tin(IV) chloride; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; 1,1'-carbonyldiimidazole; potassium hydroxide; copper(I) bromide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 2.1: |Friedel-Crafts Acylation / 2.2: |Friedel-Crafts Acylation / 5.1: |Heck Reaction;
DOI:10.1021/jm500494y

Reference yield:

: 504424-70-8
5-bromo-1-phenyl-1H-indole

: 1069042-52-9
3-[1-phenyl-3-(2-phenylethyl)-1H-indol-5-yl]propanenitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: aluminum (III) chloride / dichloromethane / 1 h / 20 °C

1.2: 3 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 1 h / 20 °C / Cooling with ice

2.2: Cooling with ice

3.1: tin(IV) chloride; triethylsilane / dichloromethane / 1 h / -78 °C

4.1: palladium diacetate; tris-(o-tolyl)phosphine; triethylamine / 5 h / 120 °C / Sealed tube

5.1: sodium hydroxide / methanol; water; tetrahydrofuran / Heating

5.2: pH 1

6.1: palladium on activated charcoal; hydrogen / methanol / 20 °C

7.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 4 h / 0 - 20 °C

7.2: 1 h / 20 °C

8.1: thionyl chloride / benzene / 12 h / Reflux

With triethylsilane; aluminum (III) chloride; sodium tetrahydroborate; thionyl chloride; palladium on activated charcoal; hydrogen; palladium diacetate; tin(IV) chloride; triethylamine; tris-(o-tolyl)phosphine; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 1.1: |Friedel-Crafts Acylation / 1.2: |Friedel-Crafts Acylation / 4.1: |Heck Reaction;
DOI:10.1021/jm500494y