N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester

Base Information

• Chemical Name: N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester
• CAS No.: 909302-48-3
• Molecular Formula: C₂₄H₂₉NO₅S
• Molecular Weight: 443.564

Synonyms:N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester

Chemical Property of N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester

Chemical Property:

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Technology Process of N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester

There total 2 articles about N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid 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: 60.0%

[2-(3,4-dimethoxyphenyl)ethyl](1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)amine (909302-35-8) + ethyl chlorocarbonylacetate (36239-09-5) → N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester (909302-48-3)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at 25 ℃;

DOI:10.1055/s-2006-942393

Reference yield:

[2-(3,4-dimethoxyphenyl)ethyl](1,1-dimethylprop-2-ynyl)amine (192312-78-0) → N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester (909302-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Et₃N; PPh₃ / Pd(OAc)2 / dimethylformamide / 50 °C

2: 60 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 25 °C

With 2,6-di-tert-butyl-4-methylpyridine; triethylamine; triphenylphosphine; palladium diacetate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2006-942393

Reference yield: 60.0%

N-[2-(3,4-dimethoxyphenyl)ethyl]-N-(1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)malonamic acid ethyl ester (909302-48-3) → 1-[2-(3,4-dimethoxyphenyl)ethyl]-5,5-dimethyl-2-oxo-4-thiophen-2-ylmethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester

Guidance literature:

With caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 25 ℃; for 2h;

DOI:10.1055/s-2006-942393

upstream raw materials:

[2-(3,4-dimethoxyphenyl)ethyl](1,1-dimethyl-3-thiophen-2-ylprop-2-ynyl)amine

ethyl chlorocarbonylacetate

[2-(3,4-dimethoxyphenyl)ethyl](1,1-dimethylprop-2-ynyl)amine

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