Technology Process of 4-(2-(3-fluoro-6-methoxyquinolin-4-yl)-2-hydroxyethoxy)-1-(3-phenylcyclobutyl)piperidine-4-carboxylic acid
There total 3 articles about 4-(2-(3-fluoro-6-methoxyquinolin-4-yl)-2-hydroxyethoxy)-1-(3-phenylcyclobutyl)piperidine-4-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: ammonia; hydrogen / Raney nickel / methanol / 65 h / 7757.43 Torr
2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 4.42 h / -78 °C
2.2: 0.08 h / -78 - 0 °C
3.1: lithium hydroxide; water / tetrahydrofuran; methanol / 40 °C
3.2: pH ~ 4
4.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
4.2: pH ~ 7
5.1: acetic acid / N,N-dimethyl-formamide / 1 h / 60 °C / Microwave irradiation
With
hydrogenchloride; lithium hydroxide; n-butyllithium; ammonia; water; hydrogen; acetic acid; diisopropylamine;
Raney nickel;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: trichlorophosphate / 85 °C
1.2: 3 h / 60 - 105 °C
1.3: 2 h / 20 °C / pH 9.5
2.1: ammonia; hydrogen / Raney nickel / methanol / 65 h / 7757.43 Torr
3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 4.42 h / -78 °C
3.2: 0.08 h / -78 - 0 °C
4.1: lithium hydroxide; water / tetrahydrofuran; methanol / 40 °C
4.2: pH ~ 4
5.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
5.2: pH ~ 7
6.1: acetic acid / N,N-dimethyl-formamide / 1 h / 60 °C / Microwave irradiation
With
hydrogenchloride; lithium hydroxide; n-butyllithium; ammonia; water; hydrogen; acetic acid; diisopropylamine; trichlorophosphate;
Raney nickel;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 4.42 h / -78 °C
1.2: 0.08 h / -78 - 0 °C
2.1: lithium hydroxide; water / tetrahydrofuran; methanol / 40 °C
2.2: pH ~ 4
3.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
3.2: pH ~ 7
4.1: acetic acid / N,N-dimethyl-formamide / 1 h / 60 °C / Microwave irradiation
With
hydrogenchloride; lithium hydroxide; n-butyllithium; water; acetic acid; diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; N,N-dimethyl-formamide;