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

Base Information

Chemical Name:6-chloro-7-methoxy-2-methyl-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)quinolin-4(1H)-one
CAS No.:1354745-58-6
Molecular Formula:C₂₄H₁₇ClF₃NO₃
Molecular Weight:459.852
Hs Code.:

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

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

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

There total 9 articles about 6-chloro-7-methoxy-2-methyl-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)quinolin-4(1H)-one 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: 88.0%

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

: 1354745-58-6
6-chloro-7-methoxy-2-methyl-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)quinolin-4(1H)-one

Guidance literature:: With hydrogen bromide; acetic acid; In water; at 90 ℃; for 24h;
DOI:10.1021/jm500147k

Reference yield:

: C₁₃H₁₆ClNO₃

: 1354745-58-6
6-chloro-7-methoxy-2-methyl-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)quinolin-4(1H)-one

Guidance literature:: Multi-step reaction with 5 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

5.1: acetic acid; hydrogen bromide / water / 24 h / 90 °C

With dowtherm A; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; iodine; potassium carbonate; acetic acid; N-butylamine; potassium iodide; In water; N,N-dimethyl-formamide; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm500147k

Reference yield:

: 106-41-2
4-bromo-phenol

: 1354745-58-6
6-chloro-7-methoxy-2-methyl-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)quinolin-4(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: copper diacetate; N-ethyl-N,N-diisopropylamine; pyridine / dichloromethane / 12 h / 20 °C / Molecular sieve

2: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / N,N-dimethyl-formamide / 18 h / 80 °C / Molecular sieve

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

4: acetic acid; hydrogen bromide / water / 24 h / 90 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; hydrogen bromide; potassium acetate; copper diacetate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; N,N-dimethyl-formamide; 3: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm500147k