(E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate

Base Information

• Chemical Name: (E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate
• CAS No.: 1300611-21-5
• Molecular Formula: C₁₉H₂₃N₃O₃S
• Molecular Weight: 373.476
• Mol file: 1300611-21-5.mol

Synonyms:(E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate

Chemical Property of (E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate

There total 3 articles about (E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-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:

ethyl 4-(4-methoxyphenyl)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (1236204-32-2) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → (E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate (1300611-21-5)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 2h;

Reference yield:

ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (583878-42-6) → (E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate (1300611-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 14 h / 90 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 2 h / 130 °C

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

4-hydroxy-6-methyl-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester (344361-90-6) → (E)-ethyl 4-(2-(dimethylamino)vinyl)-6-(4-methoxyphenyl)-2-(methylthio)pyrimidine-5-carboxylate (1300611-21-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 2 h / 80 - 90 °C

1.2: Cooling with ice

2.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 14 h / 90 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 2 h / 130 °C

With potassium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

ethyl 4-(4-methoxyphenyl)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate

N,N-dimethyl-formamide dimethyl acetal

ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate

4-hydroxy-6-methyl-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester