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

Base Information

• Chemical Name: N-[3-(2-chloropyrimidin-4-yl)-phenyl]-carbamic acid 1,1-dimethylethyl ester
• CAS No.: 883199-27-7
• Molecular Formula: C₁₅H₁₆ClN₃O₂
• Molecular Weight: 305.764
• Mol file: 883199-27-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about N-[3-(2-chloropyrimidin-4-yl)-phenyl]-carbamic acid 1,1-dimethylethyl 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: 75.0%

2,6-Dichloropyrimidine (3934-20-1) + methyllithium (917-54-4) + tert-butyl (3-bromophenyl)carbamate (25216-74-4) → N-[3-(2-methylpyrimidin-4-yl)-phenyl]-carbamic acid 1,1-dimethylethyl ester + N-[3-(2-chloropyrimidin-4-yl)-phenyl]-carbamic acid 1,1-dimethylethyl ester (883199-27-7)

Guidance literature:

Multistep reaction;

DOI:10.1016/j.tet.2005.11.067

Reference yield: 98.0%

N-[3-(2-chloropyrimidin-4-yl)-phenyl]-carbamic acid 1,1-dimethylethyl ester (883199-27-7) → 2-chloro-4-(3-aminophenyl)-pyrimidine (859516-82-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2005.11.067

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

upstream raw materials:

2,6-Dichloropyrimidine

methyllithium

tert-butyl (3-bromophenyl)carbamate

Downstream raw materials:

2-chloro-4-(3-aminophenyl)-pyrimidine

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

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