ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate

Base Information

• Chemical Name: ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate
• CAS No.: 174069-37-5
• Molecular Formula: C₂₆H₂₅NO₅S
• Molecular Weight: 463.554
• Mol file: 174069-37-5.mol

Synonyms:ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate

Chemical Property of ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate

There total 5 articles about ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[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: 57.0%

ethyl 4-hydroxy-2-(2-methoxyphenyl)-3-methylthieno[2,3-b]pyridine-5-carboxylate (174072-81-2) + o-Methoxybenzyl chloride (7035-02-1) → ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate (174069-37-5)

Guidance literature:

ethyl 4-hydroxy-2-(2-methoxyphenyl)-3-methylthieno[2,3-b]pyridine-5-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

o-Methoxybenzyl chloride; In N,N-dimethyl-formamide; at 20 - 70 ℃;

DOI:10.1021/jm0512894

Reference yield:

ethyl N-[3-carboxy-5-(2-methoxyphenyl)-4-methyl-2-thienyl]aminomethylenemalonate (174072-76-5) → ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate (174069-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 73 percent / polyphosphate ester / 120 °C

2.1: NaH / dimethylformamide / 20 °C

2.2: 57 percent / dimethylformamide / 20 - 70 °C

With polyphosphate ester; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jm0512894

Reference yield:

2-{[3-ethoxycarbonyl-5-(2-methoxy-phenyl)-4-methyl-thiophen-2-ylamino]-methylene}-malonic acid diethyl ester (174072-72-1) → ethyl 4,7-dihydro-7-(2-methoxybenzyl)-2-(2-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylate (174069-37-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: KOH / ethanol; dioxane / 70 °C

2.1: 73 percent / polyphosphate ester / 120 °C

3.1: NaH / dimethylformamide / 20 °C

3.2: 57 percent / dimethylformamide / 20 - 70 °C

With potassium hydroxide; polyphosphate ester; sodium hydride; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0512894

upstream raw materials:

ethyl 4-hydroxy-2-(2-methoxyphenyl)-3-methylthieno[2,3-b]pyridine-5-carboxylate

o-Methoxybenzyl chloride

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

2-{[3-ethoxycarbonyl-5-(2-methoxy-phenyl)-4-methyl-thiophen-2-ylamino]-methylene}-malonic acid diethyl ester

Downstream raw materials:

3-bromomethyl-7-(2-methoxy-benzyl)-2-(2-methoxy-phenyl)-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester