Technology Process of N1-{3-[6-(2-morpholin-4-yl-ethylamino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-phenyl}-1-phenyl-propane-1,3-diamine hydrochloride
There total 11 articles about N1-{3-[6-(2-morpholin-4-yl-ethylamino)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-phenyl}-1-phenyl-propane-1,3-diamine hydrochloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3-{3-[6-(2-morpholin-4-yl-ethylamino)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-phenylamino}-3-phenyl-propyl)-carbamic acid tert-butyl ester;
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 2h;
With
sodium hydrogencarbonate;
In
water; ethyl acetate;
With
hydrogenchloride;
In
methanol;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -35 °C / Inert atmosphere
1.2: 2 h / -35 °C / Inert atmosphere
1.3: Inert atmosphere
2.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate / dichloromethane; water / 2 h / 0 °C
3.1: hydrazine / tetrahydrofuran; water / 0.67 h / 20 - 50 °C
4.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C
4.2: 1 h / 20 °C
5.1: potassium carbonate / tris-(dibenzylideneacetone)dipalladium(0); DavePhos / 1,4-dioxane / 15 h / 140 °C / Inert atmosphere; Sealed tube
6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
With
sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; isopropylmagnesium chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; triethylamine; trifluoroacetic acid; hydrazine;
tris-(dibenzylideneacetone)dipalladium(0); DavePhos;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C
2: triphenylphosphine; diethylazodicarboxylate / 2 h / 0 - 20 °C
3: hydrazine hydrate / tetrahydrofuran; methanol; water / 6 h / 65 °C
4: potassium carbonate / tris-(dibenzylideneacetone)dipalladium(0); DavePhos / 1,4-dioxane / 15 h / 140 °C / Inert atmosphere; Sealed tube
5: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
With
potassium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate;
tris-(dibenzylideneacetone)dipalladium(0); DavePhos;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;