5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile

Base Information

Chemical Name:5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile
CAS No.:212393-86-7
Molecular Formula:C₁₉H₁₉BrN₂O₂
Molecular Weight:387.276
Hs Code.:

Synonyms:5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile

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Chemical Property of 5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile

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Technology Process of 5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile

There total 4 articles about 5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile 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%

: 212393-89-0
5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarboxamide

: 212393-86-7
5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile

Guidance literature:: With trichlorophosphate; In toluene; at 110 ℃; for 5h;
DOI:10.1021/jo9803378

Reference yield:

: 6652-32-0
3,5-dimethoxybenzylchloride

: 212393-86-7
5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 84 percent / hexane; tetrahydrofuran / 3 h / -78 - 0 °C

2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 90.7 percent / hexane; tetrahydrofuran / 2 h / -78 - 0 °C

3.1: 95 percent / phosphorus oxychloride / toluene / 5 h / 110 °C

With n-butyllithium; diisopropylamine; trichlorophosphate; In tetrahydrofuran; hexane; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Elimination;
DOI:10.1021/jo9803378

Reference yield:

: 156072-91-2
5-bromo-N-(tert-butyl)-3-methylpicolinamide

: 212393-86-7
5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 84 percent / hexane; tetrahydrofuran / 3 h / -78 - 0 °C

2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 90.7 percent / hexane; tetrahydrofuran / 2 h / -78 - 0 °C

3.1: 95 percent / phosphorus oxychloride / toluene / 5 h / 110 °C

With n-butyllithium; diisopropylamine; trichlorophosphate; In tetrahydrofuran; hexane; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Elimination;
DOI:10.1021/jo9803378