6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one

Base Information

Chemical Name:6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one
CAS No.:1320361-56-5
Molecular Formula:C₁₉H₁₆BrNO₂
Molecular Weight:370.246
Hs Code.:

Synonyms:6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one

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Chemical Property of 6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one

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Technology Process of 6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one

There total 5 articles about 6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-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: 47.0%

: 1320361-67-8
6-bromo-3-iodo-1-methylquinolin-4(1H)-one

: 72316-18-8
(E)-2-(4-methoxyphenyl)vinylboronic acid

: 1320361-56-5
6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one

Guidance literature:: With palladium diacetate; sodium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; ethanol; water; at 90 ℃; for 0.0833333h; chemoselective reaction; Microwave irradiation;
DOI:10.1016/j.tet.2011.05.134

Reference yield:

: 1320361-74-7
ethyl 3-(4-bromoanilino)propenoate

: 1320361-56-5
6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: diphenylether / 0.17 h / 280 °C / Microwave irradiation

2: N-iodo-succinimide / N,N-dimethyl-formamide / 0.05 h / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 40 °C

4: palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; ethanol; water / 0.08 h / 90 °C / Microwave irradiation

With N-iodo-succinimide; palladium diacetate; sodium carbonate; potassium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; diphenylether; ethanol; water; N,N-dimethyl-formamide; 4: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.05.134

Reference yield:

: 106-40-1
4-bromo-aniline

: 1320361-56-5
6-bromo-3-[(E)-2-(4-methoxyphenyl)ethen-1-yl]-1-methylquinolin-4(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: methanol / 0.5 h / 80 °C / Microwave irradiation

2: diphenylether / 0.17 h / 280 °C / Microwave irradiation

3: N-iodo-succinimide / N,N-dimethyl-formamide / 0.05 h / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 40 °C

5: palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; ethanol; water / 0.08 h / 90 °C / Microwave irradiation

With N-iodo-succinimide; palladium diacetate; sodium carbonate; potassium carbonate; triphenylphosphine; In methanol; 1,2-dimethoxyethane; diphenylether; ethanol; water; N,N-dimethyl-formamide; 5: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.05.134