4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester

Base Information

• Chemical Name: 4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester
• CAS No.: 377740-09-5
• Molecular Formula: C₂₂H₂₀FNO₅
• Molecular Weight: 397.403

Synonyms:4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester

Chemical Property of 4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester

Chemical Property:

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Technology Process of 4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester

There total 3 articles about 4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester 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: 77.6%

4-chloro-butyric acid ethyl ester (3153-36-4) + CHM-1 (154554-41-3) → 4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester (377740-09-5)

Guidance literature:

CHM-1; With sodium hydride; In N,N-dimethyl-formamide; at 40 ℃;

4-chloro-butyric acid ethyl ester; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Further stages.;

DOI:10.1021/jm0101085

Reference yield:

2-amino-4,5-methylenedioxy-acetophenone (28657-75-2) → 4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester (377740-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N / tetrahydrofuran / 0 - 20 °C

2.1: potassium tert-butoxide / 2-methyl-propan-2-ol / 24 h / 70 °C

3.1: NaH / dimethylformamide / 40 °C

3.2: 77.6 percent / dimethylformamide / 2 h / 60 °C

With potassium tert-butylate; sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm0101085

Reference yield:

2-Fluorobenzoyl chloride (393-52-2) → 4-[6-(2-fluoro-phenyl)-[1,3]dioxolo[4,5-g]quinolin-8-yloxy]-butyric acid ethyl ester (377740-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N / tetrahydrofuran / 0 - 20 °C

2.1: potassium tert-butoxide / 2-methyl-propan-2-ol / 24 h / 70 °C

3.1: NaH / dimethylformamide / 40 °C

3.2: 77.6 percent / dimethylformamide / 2 h / 60 °C

With potassium tert-butylate; sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm0101085

upstream raw materials:

4-chloro-butyric acid ethyl ester

CHM-1

2-amino-4,5-methylenedioxy-acetophenone

2-Fluorobenzoyl chloride

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