Technology Process of (S)-7-(3,4-difluorophenyl)-3-methoxy-2',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,3'-[1,4]oxazin]-5'-amine
There total 11 articles about (S)-7-(3,4-difluorophenyl)-3-methoxy-2',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,3'-[1,4]oxazin]-5'-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium dihydrogenphosphate;
bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II);
In
1,4-dioxane; water;
at 100 ℃;
for 0.5h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: caesium carbonate / 0.33 h / Inert atmosphere; Industry scale
1.2: 2 h / 105 °C
1.3: pH 2 - 3
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Industry scale
3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 - -70 °C
3.2: 10 °C
4.1: trimethylsulphonium iodide; potassium tert-butylate / dimethyl sulfoxide / 2 h / 20 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.5 h / 0 - 20 °C
6.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / tetrahydrofuran / 0.08 h
7.1: hydrogenchloride / 1,4-dioxane / 100 °C / Inert atmosphere
8.1: carbon dioxide / methanol; 2,2'-iminobis[ethanol] / 40 °C / 75007.5 Torr / Resolution of racemate
9.1: 18-crown-6 ether; potassium hydroxide / 1,4-dioxane / 24 h / 120 °C / Inert atmosphere; Microwave vial
10.1: potassium dihydrogenphosphate / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; water / 0.5 h / 100 °C / Inert atmosphere
With
hydrogenchloride; potassium dihydrogenphosphate; lithium aluminium tetrahydride; 18-crown-6 ether; carbon dioxide; trimethylsulphonium iodide; potassium tert-butylate; tetra(n-butyl)ammonium hydrogensulfate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; lithium diisopropyl amide;
bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II);
In
tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; ethylbenzene; water; dimethyl sulfoxide; 2,2'-iminobis[ethanol];
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: caesium carbonate / 0.33 h / Inert atmosphere; Industry scale
1.2: 2 h / 105 °C
1.3: pH 2 - 3
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Industry scale
3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 - -70 °C
3.2: 10 °C
4.1: trimethylsulphonium iodide; potassium tert-butylate / dimethyl sulfoxide / 2 h / 20 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.5 h / 0 - 20 °C
6.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / tetrahydrofuran / 0.08 h
7.1: hydrogenchloride / 1,4-dioxane / 100 °C / Inert atmosphere
8.1: carbon dioxide / methanol; 2,2'-iminobis[ethanol] / 40 °C / 75007.5 Torr / Resolution of racemate
9.1: 18-crown-6 ether; potassium hydroxide / 1,4-dioxane / 24 h / 120 °C / Inert atmosphere; Microwave vial
10.1: potassium dihydrogenphosphate / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; water / 0.5 h / 100 °C / Inert atmosphere
With
hydrogenchloride; potassium dihydrogenphosphate; lithium aluminium tetrahydride; 18-crown-6 ether; carbon dioxide; trimethylsulphonium iodide; potassium tert-butylate; tetra(n-butyl)ammonium hydrogensulfate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; lithium diisopropyl amide;
bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II);
In
tetrahydrofuran; 1,4-dioxane; methanol; n-heptane; dichloromethane; ethylbenzene; water; dimethyl sulfoxide; 2,2'-iminobis[ethanol];
![(S)-7-bromo-3-methoxy-2',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,3'-[1,4]oxazin]-5'-amine](/Databaselist/images/loading.webp)
