Technology Process of 1-(3-(5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)-3-(methoxycarbonyl)azetidin-1-ium chloride
There total 9 articles about 1-(3-(5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)-3-(methoxycarbonyl)azetidin-1-ium chloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-bromo-5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazole; (2-ethyl-3-((3-(methoxycarbonyl)azetidin-1-yl)methyl)phenyl)boronic acid;
With
potassium carbonate;
tris-(dibenzylideneacetone)dipalladium(0); XPhos;
In
1,4-dioxane; water;
at 90 ℃;
for 7.18333h;
With
hydrogenchloride;
In
tert-butyl methyl ether; water;
at 20 ℃;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -65 °C
2.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C
2.2: 2 h / -10 - 20 °C
2.3: 0.17 h / 0 °C
3.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C
4.1: sodium acetate / dichloromethane / 0.5 h / 20 °C
4.2: 1 h / 20 °C
4.3: pH ~ 3
5.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 2.33 h / 100 °C
6.1: potassium hydrogenfluoride / methanol / 1 h / 20 °C
7.1: potassium carbonate / tris-(dibenzylideneacetone)dipalladium(0); XPhos / 1,4-dioxane; water / 7.18 h / 90 °C
7.2: 0.5 h / 20 °C
With
hydrogenchloride; n-butyllithium; potassium hydrogenfluoride; isopropylmagnesium bromide; potassium acetate; sodium acetate; potassium carbonate; diisopropylamine;
tris-(dibenzylideneacetone)dipalladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; XPhos;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water;
7.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: trichlorophosphate / 3 h / 75 °C
1.2: Cooling with ice
2.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 3 h / 20 °C
3.1: potassium carbonate / tris-(dibenzylideneacetone)dipalladium(0); XPhos / 1,4-dioxane; water / 7.18 h / 90 °C
3.2: 0.5 h / 20 °C
With
tert.-butylnitrite; potassium carbonate; copper(ll) bromide; trichlorophosphate;
tris-(dibenzylideneacetone)dipalladium(0); XPhos;
In
1,4-dioxane; water; acetonitrile;
3.1: Suzuki Coupling;
