Technology Process of 4-(1-(8-(5,6-dimethoxypyridin-2-ylamino)-[1,2,4]-triazolo[1,5-a]pyridin-6-yl)piperidine-3-carboxamido)benzoic acid hydrochloride
There total 8 articles about 4-(1-(8-(5,6-dimethoxypyridin-2-ylamino)-[1,2,4]-triazolo[1,5-a]pyridin-6-yl)piperidine-3-carboxamido)benzoic acid hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl 4-(1-(8-(5,6-dimethoxypyridin-2-ylamino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl)piperidine-3-carboxamido)benzoate;
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 18h;
With
hydrogenchloride;
In
water;
pH=2;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: iodine; silver sulfate / 20 °C
2.1: isopropyl alcohol / 5 h / 20 - 100 °C
2.2: 16 h / 50 - 60 °C
3.1: trifluoroacetic anhydride / tetrahydrofuran / 16 h / 0 - 20 °C
4.1: caesium carbonate; XPhos / tris-(dibenzylideneacetone)dipalladium(0) / xylene / 44 h / 95 °C / Reflux
5.1: caesium carbonate; XPhos / tris-(dibenzylideneacetone)dipalladium(0) / xylene / 8 h / 135 °C
6.1: sodium hydroxide / 1,4-dioxane; water / 1.5 h / 20 °C
6.2: pH 3 - 4
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-methyl-1H-imidazole / dichloromethane / 15 h / 20 °C
8.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C
8.2: pH 2
With
1-methyl-1H-imidazole; iodine; caesium carbonate; silver sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; trifluoroacetic anhydride; sodium hydroxide; XPhos;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; isopropyl alcohol; xylene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: isopropyl alcohol / 5 h / 20 - 100 °C
1.2: 16 h / 50 - 60 °C
2.1: trifluoroacetic anhydride / tetrahydrofuran / 16 h / 0 - 20 °C
3.1: caesium carbonate; XPhos / tris-(dibenzylideneacetone)dipalladium(0) / xylene / 44 h / 95 °C / Reflux
4.1: caesium carbonate; XPhos / tris-(dibenzylideneacetone)dipalladium(0) / xylene / 8 h / 135 °C
5.1: sodium hydroxide / 1,4-dioxane; water / 1.5 h / 20 °C
5.2: pH 3 - 4
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-methyl-1H-imidazole / dichloromethane / 15 h / 20 °C
7.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C
7.2: pH 2
With
1-methyl-1H-imidazole; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; trifluoroacetic anhydride; sodium hydroxide; XPhos;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; isopropyl alcohol; xylene;