{3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine

Base Information

Chemical Name:{3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine
CAS No.:1375275-03-8
Molecular Formula:C₂₇H₂₈N₂
Molecular Weight:380.533
Hs Code.:

Synonyms:

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Chemical Property of {3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine

Chemical Property:

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Technology Process of {3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine

There total 4 articles about {3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine 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: 95.0%

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 278600-43-4
1-(4-diethylaminopyridin-3-yl)naphthalen-2-yl trifluoromethanesulfonate

: 1375275-03-8,1376627-02-9,1376627-05-2
{3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; In tetrahydrofuran; toluene; at 20 - 90 ℃; for 22h; Inert atmosphere; Sonication;
DOI:10.1021/ja302420g

Reference yield:

: 108-96-3,26266-70-6
4-pyridone

: 1375275-03-8,1376627-02-9,1376627-05-2
{3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine

Guidance literature:: Multi-step reaction with 7 steps

1: bromine; potassium hydroxide / water / 1 h / 0 °C

2: phosphorus pentachloride / 3 h / 160 °C

3: N-formyldiethylamine / 20 h / 170 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydroxide / ethanol; water; toluene / 76 h / Reflux

5: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 20 °C

6: dmap / pyridine / 3 h / 0 - 20 °C / Inert atmosphere

7: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran; toluene / 22 h / 20 - 90 °C / Inert atmosphere; Sonication

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-formyldiethylamine; phosphorus pentachloride; palladium 10% on activated carbon; hydrogen; bromine; potassium hydroxide; In tetrahydrofuran; pyridine; ethanol; water; toluene;
DOI:10.1021/ja302420g

Reference yield:

: 13626-17-0
3,5-dibromo-4-chloro-pyridine

: 1375275-03-8,1376627-02-9,1376627-05-2
{3-[2-(3,5-dimethylphenyl)naphthalen-1-yl]pyridin-4-yl}diethylamine

Guidance literature:: Multi-step reaction with 5 steps

1: N-formyldiethylamine / 20 h / 170 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hydroxide / ethanol; water; toluene / 76 h / Reflux

3: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 20 °C

4: dmap / pyridine / 3 h / 0 - 20 °C / Inert atmosphere

5: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran; toluene / 22 h / 20 - 90 °C / Inert atmosphere; Sonication

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-formyldiethylamine; palladium 10% on activated carbon; hydrogen; potassium hydroxide; In tetrahydrofuran; pyridine; ethanol; water; toluene;
DOI:10.1021/ja302420g