3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide hydrochloride

Base Information

Chemical Name:3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide hydrochloride
CAS No.:1380106-69-3
Molecular Formula:C₁₆H₁₆ClN₃O₂*ClH
Molecular Weight:354.236
Hs Code.:

Synonyms:3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide hydrochloride

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Chemical Property of 3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide hydrochloride

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Technology Process of 3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide hydrochloride

There total 5 articles about 3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide 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: 32.0%

: C₂₁H₂₄ClN₃O₃

: 1380106-69-3
3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide 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

: 1380106-69-3
3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide 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

: 1380106-69-3
3-[2-chloro-4-(6-dimethylamino-pyridin-3-yl)-phenyl]-N-hydroxy-acrylamide 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