3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile

Base Information

• Chemical Name: 3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile
• CAS No.: 853192-47-9
• Molecular Formula: C₁₇H₁₁BrN₂O
• Molecular Weight: 339.191
• Mol file: 853192-47-9.mol

Synonyms:3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile

Chemical Property of 3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile

There total 3 articles about 3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile 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-bromo-4-trifloxy-quinolin-2(1H)-one (853192-53-7) + (3‐cyanophenyl)boronic acid (150255-96-2) → 3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile (853192-47-9)

Guidance literature:

With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/j.tet.2007.12.003

Reference yield:

4-hydroxy-1-methyl-2(1H)-quinolone (1677-46-9) → 3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile (853192-47-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / NBS; Mg(ClO₄)2 / acetonitrile

2: 86 percent / Et₃N

3: 72 percent / Na₂CO₃ / PdCl₂(PPh₃)2 / tetrahydrofuran; H₂O / 20 °C

With N-Bromosuccinimide; magnesium(II) perchlorate; sodium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; acetonitrile; 3: Suzuki-Miyaura reaction;

DOI:10.1246/cl.2005.550

Reference yield:

3-Brom-4-hydroxy-1-methyl-1,2-dihydrochinolin-2-on (90061-40-8) → 3-(3-bromo-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-benzonitrile (853192-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Et₃N

2: 72 percent / Na₂CO₃ / PdCl₂(PPh₃)2 / tetrahydrofuran; H₂O / 20 °C

With sodium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; 2: Suzuki-Miyaura reaction;

DOI:10.1246/cl.2005.550

upstream raw materials:

3-bromo-4-trifloxy-quinolin-2(1H)-one

(3‐cyanophenyl)boronic acid

4-hydroxy-1-methyl-2(1H)-quinolone

3-Brom-4-hydroxy-1-methyl-1,2-dihydrochinolin-2-on