Thieno[2,3-b]pyridine-5-carboxylic acid, 3-(bromomethyl)-4,7-dihydro-2-(4-methoxyphenyl)-7-[(2-methoxyphenyl) methyl]-4-oxo-, ethyl ester

Base Information

• Chemical Name: Thieno[2,3-b]pyridine-5-carboxylic acid, 3-(bromomethyl)-4,7-dihydro-2-(4-methoxyphenyl)-7-[(2-methoxyphenyl) methyl]-4-oxo-, ethyl ester
• CAS No.: 174069-56-8
• Molecular Formula: C26H24BrNO5S
• Molecular Weight: 542.45
• Mol file: 174069-56-8.mol

Synonyms:

Chemical Property of Thieno[2,3-b]pyridine-5-carboxylic acid, 3-(bromomethyl)-4,7-dihydro-2-(4-methoxyphenyl)-7-[(2-methoxyphenyl) methyl]-4-oxo-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thieno[2,3-b]pyridine-5-carboxylic acid, 3-(bromomethyl)-4,7-dihydro-2-(4-methoxyphenyl)-7-[(2-methoxyphenyl) methyl]-4-oxo-, ethyl ester

There total 7 articles about Thieno[2,3-b]pyridine-5-carboxylic acid, 3-(bromomethyl)-4,7-dihydro-2-(4-methoxyphenyl)-7-[(2-methoxyphenyl) methyl]-4-oxo-, ethyl ester 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: 90.0%

4,7-Dihydro-7-(2-methoxybenzyl)-2-(4-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester (174069-22-8) → 3-bromomethyl-4,7-dihydro-7-(2-methoxybenzyl)-2-(4-methoxyphenyl)-4-oxothieno[2,3-b] pyridine-5-carboxylic Acid Ethyl Ester (174069-56-8)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 2h; Heating;

DOI:10.1021/jm0512894

Reference yield:

o-Methoxybenzyl chloride (7035-02-1) → 3-bromomethyl-4,7-dihydro-7-(2-methoxybenzyl)-2-(4-methoxyphenyl)-4-oxothieno[2,3-b] pyridine-5-carboxylic Acid Ethyl Ester (174069-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 70 percent / dimethylformamide / 25 h / 20 - 70 °C

2.1: 90 percent / N-bromosuccinimide; 2,2'-azobis(isobutyronitrile) / CCl₄ / 2 h / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydride; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0512894

Reference yield:

2-amino-4-methyl-5-(4-methoxyphenyl)thiophene-3-carboxylic acid ethyl ester (165809-38-1) → 3-bromomethyl-4,7-dihydro-7-(2-methoxybenzyl)-2-(4-methoxyphenyl)-4-oxothieno[2,3-b] pyridine-5-carboxylic Acid Ethyl Ester (174069-56-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 90 percent / 2 h / 120 °C

2.1: 93 percent / KOH / ethanol; dioxane / 0.17 h / 70 °C

3.1: 67 percent / polyphosphate ester / 0.5 h / 120 °C

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 70 percent / dimethylformamide / 25 h / 20 - 70 °C

5.1: 90 percent / N-bromosuccinimide; 2,2'-azobis(isobutyronitrile) / CCl₄ / 2 h / Heating

With potassium hydroxide; N-Bromosuccinimide; polyphosphate ester; 2,2'-azobis(isobutyronitrile); sodium hydride; In 1,4-dioxane; tetrachloromethane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0512894

upstream raw materials:

4,7-Dihydro-7-(2-methoxybenzyl)-2-(4-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

ethyl N-[3-carboxy-5-(4-methoxyphenyl)-4-methyl-2-thienyl]aminomethylenemalonate

{3-Ethoxycarbonyl-5-(4-methoxyphenyl)-4-methylthiophen-2-yl}aminomethylene malonic acid diethyl ester

o-Methoxybenzyl chloride

Downstream raw materials:

4,7-dihydro-2-(4-methoxy-phenyl)-7-[(2-methoxyphenyl)methyl]-3-[[methyl(phenylmethyl)amino]methyl]-4-oxo-thieno[2,3-b]pyridine-5-carboxylic acid,ethyl ester