5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione

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Chemical Name:5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione
CAS No.:1359827-44-3
Molecular Formula:C₂₀H₂₁N₃O₄S
Molecular Weight:399.47
Hs Code.:

Synonyms:5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione

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Chemical Property of 5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione

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Technology Process of 5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione

There total 7 articles about 5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione 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: 74.0%

: 1359827-43-2
2-bromo-1-(5-ethyl-2-pyridinyl)ethanone O-methyloxime

: 74772-78-4
5-(4-hydroxybenzyl)-2,4-thiazolidinedione

: 1359827-44-3
5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione

Guidance literature:: 5-(4-hydroxybenzyl)-2,4-thiazolidinedione; With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 0.25h; Inert atmosphere;

2-bromo-1-(5-ethyl-2-pyridinyl)ethanone O-methyloxime; In dimethyl sulfoxide; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tetlet.2019.07.022

Reference yield:

: 624-28-2
2,5-dibromopyridine

: 1359827-44-3
5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / toluene; tetrahydrofuran / -40 °C

1.2: 20 °C

2.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane; hexane / 50 °C / Inert atmosphere

3.1: bromine; hydrogen bromide; acetic acid / 1 h / 10 - 20 °C

4.1: ethanol / 20 °C

5.1: potassium tert-butylate / dimethyl sulfoxide / 0.25 h / 20 °C

5.2: pH 3

With n-butyllithium; potassium tert-butylate; hydrogen bromide; bromine; acetic acid; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dimethyl sulfoxide; toluene;

Reference yield:

: 214701-49-2
1-(5-bromopyridin-2-yl)ethanone

: 1359827-44-3
5-({4-[2-(5-ethyl-2-pyridinyl)-2-(methoxyimino)ethoxy]phenyl}methyl)-2,4-thiazolidinedione

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane; hexane / 50 °C / Inert atmosphere

2.1: bromine; hydrogen bromide; acetic acid / 1 h / 10 - 20 °C

3.1: ethanol / 20 °C

4.1: potassium tert-butylate / dimethyl sulfoxide / 0.25 h / 20 °C

4.2: pH 3

With potassium tert-butylate; hydrogen bromide; bromine; acetic acid; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In 1,4-dioxane; ethanol; hexane; dimethyl sulfoxide;