Technology Process of 3,5-dichloro-4-[4-(6-ethylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-benzamide
There total 8 articles about 3,5-dichloro-4-[4-(6-ethylpyrimidin-4-ylamino)thiazolo[5,4-c]pyridin-2-yl]-benzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
6-ethylpyrimidin-4-amine; 4-(4-bromo-thiazolo[5,4-c]pyridine-2-yl)-3,5-dichloro-benzonitrile;
With
caesium carbonate;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
1,4-dioxane;
at 70 ℃;
for 16h;
Inert atmosphere;
With
hydrogenchloride;
In
methanol; water;
With
sodium hydrogencarbonate;
In
methanol; dichloromethane; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diphenyl phosphoryl azide / toluene / 3 h / 110 °C / Inert atmosphere
2.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C
2.2: NH2 cartridge
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h
3.2: 18 h
4.1: thionyl chloride / 18 h / Reflux
5.1: thiourea; pyridine / isopropyl alcohol / 16 h / Inert atmosphere; Reflux
5.2: 6.5 h / Reflux
6.1: trimethylsilyl bromide / propiononitrile / 48 h / 90 °C
7.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 16 h / 70 °C / Inert atmosphere
With
pyridine; thionyl chloride; trimethylsilyl bromide; diphenyl phosphoryl azide; sodium hydride; caesium carbonate; thiourea; trifluoroacetic acid;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; isopropyl alcohol; toluene; propiononitrile; mineral oil;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h
1.2: 18 h
2.1: thionyl chloride / 18 h / Reflux
3.1: thiourea; pyridine / isopropyl alcohol / 16 h / Inert atmosphere; Reflux
3.2: 6.5 h / Reflux
4.1: trimethylsilyl bromide / propiononitrile / 48 h / 90 °C
5.1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 16 h / 70 °C / Inert atmosphere
With
pyridine; thionyl chloride; trimethylsilyl bromide; sodium hydride; caesium carbonate; thiourea;
tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; 1,4-dioxane; isopropyl alcohol; propiononitrile; mineral oil;
