6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline

Base Information

• Chemical Name: 6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline
• CAS No.: 1599467-72-7
• Molecular Formula: C₂₆H₂₁ClF₃NO₃
• Molecular Weight: 487.906
• Mol file: 1599467-72-7.mol

Synonyms:6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline

Chemical Property of 6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline

There total 8 articles about 6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline 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: 70.0%

4,4,5,5-tetramethyl-2-(4-(4-(trifluoromethyl)phenoxy)phenyl)-1,3,2-dioxaborolane (1367127-40-9) + 6-chloro-4-ethoxy-3-iodo-7-methoxy-2-methylquinoline (1354745-86-0) → 6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline (1599467-72-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 85 ℃; for 18h;

DOI:10.1021/jm500147k

Reference yield:

C13H16ClNO3 → 6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline (1599467-72-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dowtherm A / 0.33 h / 250 °C

2.1: iodine; potassium iodide; N-butylamine / water; N,N-dimethyl-formamide / 12 h / 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 50 °C

3.2: 8 h / 50 °C

4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 18 h / 85 °C

With dowtherm A; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; potassium carbonate; N-butylamine; potassium iodide; In water; N,N-dimethyl-formamide; 4.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm500147k

Reference yield:

6-chloro-7-methoxy-2-methylquinolin-4(1H)-one (1248347-12-7) → 6-chloro-4-ethoxy-7-methoxy-2-methyl-3-(4-(4(trifluoromethyl)phenoxy)phenyl)quinoline (1599467-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; potassium iodide; N-butylamine / water; N,N-dimethyl-formamide / 12 h / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 50 °C

2.2: 8 h / 50 °C

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 18 h / 85 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; potassium carbonate; N-butylamine; potassium iodide; In water; N,N-dimethyl-formamide; 3.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm500147k

upstream raw materials:

4-bromo-phenol

6-chloro-7-methoxy-2-methylquinolin-4(1H)-one

6-chloro-3-iodo-7-methoxy-2-methylquinolin-4(1H)-one

4,4,5,5-tetramethyl-2-(4-(4-(trifluoromethyl)phenoxy)phenyl)-1,3,2-dioxaborolane

Downstream raw materials:

6-chloro-7-methoxy-2-methyl-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)quinolin-4(1H)-one