Technology Process of 3-amino-6-(4-fluorophenyl)-5-trifluoromethylpyridine-2-carboxylic acid ((S)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl)amide
There total 10 articles about 3-amino-6-(4-fluorophenyl)-5-trifluoromethylpyridine-2-carboxylic acid ((S)-3,3,3-trifluoro-2-hydroxy-2-methylpropyl)amide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
caesium carbonate;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran;
at 160 ℃;
for 0.25h;
Microwave irradiation;
Inert atmosphere;
Sealed tube;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 18 h / Inert atmosphere
2.1: hydrogenchloride; water / 24 h / Reflux
3.1: sulfuric acid / 48 h / Reflux
3.2: 20 °C
4.1: bromine; sulfuric acid; acetic acid / water / 20 h / 20 °C
5.1: sodium hydroxide; water / methanol / 20 °C
6.1: HATU / N,N-dimethyl-formamide / 0.03 h / 20 °C
6.2: 3 h / 20 °C
7.1: Chiralpak OJ-H / isopropyl alcohol; diethylamine; carbon dioxide / Resolution of racemate
8.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 0.25 h / 160 °C / Microwave irradiation; Inert atmosphere; Sealed tube
With
hydrogenchloride; sulfuric acid; water; hydrogen; bromine; caesium carbonate; acetic acid; HATU; sodium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; carbon dioxide; water; ethyl acetate; diethylamine; N,N-dimethyl-formamide; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tetrabutylammomium bromide / toluene / 10 h / Reflux
2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 18 h / Inert atmosphere
3.1: hydrogenchloride; water / 24 h / Reflux
4.1: sulfuric acid / 48 h / Reflux
4.2: 20 °C
5.1: bromine; sulfuric acid; acetic acid / water / 20 h / 20 °C
6.1: sodium hydroxide; water / methanol / 20 °C
7.1: HATU / N,N-dimethyl-formamide / 0.03 h / 20 °C
7.2: 3 h / 20 °C
8.1: Chiralpak OJ-H / isopropyl alcohol; diethylamine; carbon dioxide / Resolution of racemate
9.1: caesium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 0.25 h / 160 °C / Microwave irradiation; Inert atmosphere; Sealed tube
With
hydrogenchloride; sulfuric acid; tetrabutylammomium bromide; water; hydrogen; bromine; caesium carbonate; acetic acid; HATU; sodium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; carbon dioxide; water; ethyl acetate; diethylamine; N,N-dimethyl-formamide; isopropyl alcohol; toluene;