5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride

Base Information

Chemical Name:5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride
CAS No.:1380106-70-6
Molecular Formula:C₁₆H₁₄ClN₃O₃*ClH
Molecular Weight:368.219
Hs Code.:

Synonyms:5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride

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Chemical Property of 5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride

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Technology Process of 5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride

There total 5 articles about 5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride 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: 18.0%

: C₂₁H₂₂ClN₃O₄

: 1380106-70-6
5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.bmcl.2012.04.019

Reference yield:

: 1380106-78-4
3-(4-bromo-2-chloro-phenyl)-acrylic acid methyl ester

: 1380106-70-6
5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane; water / 5 h / 86 °C

3: hydrogenchloride / 1,4-dioxane; dichloromethane / 4 h / 20 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 2: Suzuki coupling;
DOI:10.1016/j.bmcl.2012.04.019

Reference yield:

: 158435-41-7
4-bromo-2-chlorobenzaldehyde

: 1380106-70-6
5-[3-chloro-4-(2-hydroxycarbamoyl-vinyl)-phenyl]-pyridine-2-carboxylic acid methylamide hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 0.17 h

1.2: 1 h

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane; water / 5 h / 86 °C

4.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 4 h / 20 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1.2: Horner-Wadsworth-Emmons olefination / 3.1: Suzuki coupling;
DOI:10.1016/j.bmcl.2012.04.019