ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

Base Information

Chemical Name:ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate
CAS No.:1312595-08-6
Molecular Formula:C₂₃H₂₇N₃O₅S
Molecular Weight:457.55
Hs Code.:

Synonyms:ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

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Chemical Property of ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

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Technology Process of ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

There total 5 articles about ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate 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:

: 4248-19-5
tert-butyl carbazate

: 1312594-18-5
ethyl 4-amino-2-bromo-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

: 1312595-08-6
ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

Guidance literature:: With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 110 ℃; for 6h;

Reference yield:

: 586-37-8
1-(3-Methoxyphenyl)ethanone

: 1312595-08-6
ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; acetic acid / 16 h / 70 °C / Inert atmosphere

2.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 0.75 h / 35 °C / Inert atmosphere

3.1: tin(IV) chloride / toluene / 3.5 h / 20 °C / Reflux

3.2: 20 °C

4.1: N-Bromosuccinimide / dichloromethane / 0.75 h / 20 °C

5.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 6 h / 110 °C

With N-Bromosuccinimide; water; tin(IV) chloride; sodium hydrogencarbonate; caesium carbonate; sulfur; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;

Reference yield:

: 86604-43-5
2-(1-(3-methoxyphenyl)ethylidene)malononitrile

: 1312595-08-6
ethyl 4-amino-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 0.75 h / 35 °C / Inert atmosphere

2.1: tin(IV) chloride / toluene / 3.5 h / 20 °C / Reflux

2.2: 20 °C

3.1: N-Bromosuccinimide / dichloromethane / 0.75 h / 20 °C

4.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 6 h / 110 °C

With N-Bromosuccinimide; water; tin(IV) chloride; sodium hydrogencarbonate; caesium carbonate; sulfur; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;