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

Base Information

Chemical Name:5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarboxamide
CAS No.:212393-89-0
Molecular Formula:C₂₃H₂₉BrN₂O₃
Molecular Weight:461.399
Hs Code.:

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

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

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

There total 3 articles about 5-bromo-3-[1-allyl-2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarboxamide 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: 90.7%

: 106-95-6
allyl bromide

: 212393-87-8
5-bromo-3-[2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarboxamide

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

Guidance literature:: 5-bromo-3-[2-(3,5-dimethoxyphenyl)ethyl]-N-(1,1-dimethylethyl)-2-pyridinecarboxamide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

allyl bromide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2h;
DOI:10.1021/jo9803378

Reference yield:

: 6652-32-0
3,5-dimethoxybenzylchloride

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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