methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate

Base Information

• Chemical Name: methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate
• CAS No.: 1247825-72-4
• Molecular Formula: C₁₆H₁₃BrClNO₄
• Molecular Weight: 398.641
• Mol file: 1247825-72-4.mol

Synonyms:methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate

Chemical Property of methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate

There total 2 articles about methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate 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: 73.0%

3-Bromophenol (591-20-8) + methyl 5-chloro-2-[(chloroacetyl)amino]benzoate (930509-58-3) → methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate (1247825-72-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

Reference yield:

4-chlorobenzenesulfonyl chloride (5202-89-1) → methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate (1247825-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl acetamide / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C

With potassium carbonate; triethylamine; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2017.11.016

Reference yield:

methyl 2-{[(3-bromophenoxy)acetyl]amino}-5-chlorobenzoate (1247825-72-4) → 5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoic acid (1247821-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

2: sodium hydroxide; water / tetrahydrofuran / 3 h / 50 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; caesium carbonate; sodium hydroxide; In tetrahydrofuran; 1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.bmcl.2017.11.016

upstream raw materials:

3-Bromophenol

methyl 5-chloro-2-[(chloroacetyl)amino]benzoate

4-chlorobenzenesulfonyl chloride

Downstream raw materials:

5-chloro-2-({[3-(furan-3-yl)phenoxy]acetyl}amino)benzoic acid