3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester

Base Information

• Chemical Name: 3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester
• CAS No.: 883199-28-8
• Molecular Formula: C₁₄H₁₂ClN₃O₃
• Molecular Weight: 305.721
• Mol file: 883199-28-8.mol

Synonyms:3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester

Chemical Property of 3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester

There total 1 articles about 3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl 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:

N-[3-(2-chloropyrimidin-4-yl)-phenyl]-carbamic acid 1,1-dimethylethyl ester (883199-27-7) → 3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester (883199-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

2: 75 percent / Et₃N / tetrahydrofuran / 2 h / 0 °C

With triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2005.11.067

Reference yield: 90.0%

3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester (883199-28-8) + 3-chloro-aniline (108-42-9) → 3-{[3-[2-(3-chlorophenylamino)-pyrimidin-4-yl]-phenyl]-amino}-3-oxopropanoic acid methyl ester (883199-29-9)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; for 4h; Heating;

DOI:10.1016/j.tet.2005.11.067

Reference yield:

3-{[3-(2-chloropyrimidin-4-yl)-phenyl]-amino}-3-oxopropanoic acid methyl ester (883199-28-8) → 3-{3-[2-(3-chlorophenylamino)-pyrimidin-4-yl]-phenylamino}-propanol

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / p-TSA*H₂O / dioxane / 4 h / Heating

2: 58 percent / BH₃*THF / tetrahydrofuran / 5.25 h / 0 - 20 °C

With borane-THF; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.tet.2005.11.067

upstream raw materials:

N-[3-(2-chloropyrimidin-4-yl)-phenyl]-carbamic acid 1,1-dimethylethyl ester

Downstream raw materials:

3-{[3-[2-(3-chlorophenylamino)-pyrimidin-4-yl]-phenyl]-amino}-3-oxopropanoic acid methyl ester