1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

Chemical Name:1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
CAS No.:1443361-61-2
Molecular Formula:C₂₃H₁₆FNO₄
Molecular Weight:389.383
Hs Code.:

Synonyms:1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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Chemical Property of 1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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Technology Process of 1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 5 articles about 1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 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: 53.0%

: 1207748-73-9
ethyl 1-([1,1′-biphenyl]-4-ylmethyl)-5,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

: 1443361-61-2
1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: ethyl 1-([1,1′-biphenyl]-4-ylmethyl)-5,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate; With water; sodium hydroxide; In 1,4-dioxane; at 80 ℃; for 3.5h;

With lithium hydroxide monohydrate; In 1,4-dioxane; Reflux;

In 1,4-dioxane; at 160 ℃; for 1h; Microwave irradiation; Sealed tube;
DOI:10.1021/jm400540b

Reference yield:

: 185010-73-5
diethyl 2-(((2,5-difluorophenyl)amino)methylene)malonate

: 1443361-61-2
1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: Eaton's reagent / 90 - 100 °C / Inert atmosphere

2.1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 20 °C

3.1: water; sodium hydroxide / 1,4-dioxane / 3.5 h / 80 °C

3.2: Reflux

3.3: 1 h / 160 °C / Microwave irradiation; Sealed tube

With Eaton's reagent; water; potassium carbonate; potassium iodide; sodium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm400540b

Reference yield:

: 1203711-96-9
ethyl 5,8-difluoro-1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

: 1443361-61-2
1-([1,1′-biphenyl]-4-ylmethyl)-8-fluoro-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / 1,4-dioxane; water / 2 h / Reflux

2.1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 20 °C

3.1: water; sodium hydroxide / 1,4-dioxane / 3.5 h / 80 °C

3.2: Reflux

3.3: 1 h / 160 °C / Microwave irradiation; Sealed tube

With hydrogenchloride; water; potassium carbonate; potassium iodide; sodium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm400540b