ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate

Base Information

• Chemical Name: ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate
• CAS No.: 1160685-34-6
• Molecular Formula: C₁₉H₁₅BrFN₃O₄
• Molecular Weight: 448.248
• Mol file: 1160685-34-6.mol

Synonyms:ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate

Chemical Property of ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate

There total 5 articles about ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate 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:

(3-bromo-5-fluorophenyl)boronic acid (849062-37-9) + ethyl N-[(7-bromo-6-hydroxy-5-quinoxalinyl)carbonyl]glycinate (1160682-59-6) → ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate (1160685-34-6) + ethyl N-{[7-(3'-bromo-5,5'-difluoro-3-biphenylyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate (1160685-35-7)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; for 1h; Microwave irradiation;

Reference yield:

methyl 2,6-difluorobenzoate (13671-00-6) → ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate (1160685-34-6) + ethyl N-{[7-(3'-bromo-5,5'-difluoro-3-biphenylyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate (1160685-35-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sulfuric acid; nitric acid / 0 - 20 °C

2.1: ammonium hydroxide / ethanol; water / 20 °C

3.1: sodium hydride / mineral oil / 1 h / 0 - 20 °C

4.1: bromine / dichloromethane / 0.5 h / 20 °C

5.1: tin(II) chloride dihdyrate / ethanol; acetonitrile / 3 h / Reflux

5.2: 1 h / 60 °C

6.1: boron tribromide / dichloromethane / 20 °C

7.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / dichloromethane / 20 °C

8.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C / Microwave irradiation

With ammonium hydroxide; tin(II) chloride dihdyrate; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; bromine; nitric acid; boron tribromide; sodium hydride; potassium carbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; mineral oil;

Reference yield:

methyl 2-amino-6-fluoro-3-nitrobenzoate (346691-23-4) → ethyl N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate (1160685-34-6) + ethyl N-{[7-(3'-bromo-5,5'-difluoro-3-biphenylyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycinate (1160685-35-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil / 1 h / 0 - 20 °C

2.1: bromine / dichloromethane / 0.5 h / 20 °C

3.1: tin(II) chloride dihdyrate / ethanol; acetonitrile / 3 h / Reflux

3.2: 1 h / 60 °C

4.1: boron tribromide / dichloromethane / 20 °C

5.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / dichloromethane / 20 °C

6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C / Microwave irradiation

With tin(II) chloride dihdyrate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; bromine; boron tribromide; sodium hydride; potassium carbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; mineral oil;

upstream raw materials:

(3-bromo-5-fluorophenyl)boronic acid

ethyl N-[(7-bromo-6-hydroxy-5-quinoxalinyl)carbonyl]glycinate

methyl 2,6-difluorobenzoate

methyl 2-amino-6-fluoro-3-nitrobenzoate

Downstream raw materials:

N-{[7-(3-bromo-5-fluorophenyl)-6-hydroxy-5-quinoxalinyl]carbonyl}glycine