Technology Process of 3-(4-methylpiperazin-1-yl)-N-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)-7-(trifluoromethyl)quinolin-5-amine
There total 6 articles about 3-(4-methylpiperazin-1-yl)-N-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)-7-(trifluoromethyl)quinolin-5-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl;
In
1,4-dioxane;
at 110 ℃;
for 12h;
Inert atmosphere;
DOI:10.1039/c1ob05830d
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogen bromide; sodium nitrite / water / 0.5 h / 0 °C / Inert atmosphere
1.2: 0.5 h / 100 °C / Inert atmosphere
2.1: N,N-dimethyl-formamide dimethyl acetal / N,N-dimethyl-formamide / 16 h / 135 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: iron; ammonium chloride / ethanol; water / Inert atmosphere; Reflux
4.1: sodium hydroxide / ethanol / 1 h / 78 °C / Inert atmosphere
5.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 12 h / 110 °C / Inert atmosphere
With
tris-(dibenzylideneacetone)dipalladium(0); hydrogen bromide; iron; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N,N-dimethyl-formamide dimethyl acetal; sodium hydroxide; sodium nitrite;
In
1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;
4.1: Friedlaender synthesis;
DOI:10.1039/c1ob05830d
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diammonium sulfide / ethanol / 8.5 h / Reflux; Inert atmosphere
2.1: hydrogen bromide; sodium nitrite / water / 0.5 h / 0 °C / Inert atmosphere
2.2: 0.5 h / 100 °C / Inert atmosphere
3.1: N,N-dimethyl-formamide dimethyl acetal / N,N-dimethyl-formamide / 16 h / 135 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
4.1: iron; ammonium chloride / ethanol; water / Inert atmosphere; Reflux
5.1: sodium hydroxide / ethanol / 1 h / 78 °C / Inert atmosphere
6.1: tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 12 h / 110 °C / Inert atmosphere
With
diammonium sulfide; tris-(dibenzylideneacetone)dipalladium(0); hydrogen bromide; iron; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N,N-dimethyl-formamide dimethyl acetal; sodium hydroxide; sodium nitrite;
In
1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;
5.1: Friedlaender synthesis;
DOI:10.1039/c1ob05830d