Technology Process of 7-(2-chlorophenoxy)-5-{[2-ethoxy-4-(pyrrolidin-1-ylmethyl)phenyl]amino}pyrido[3,4-d]pyridazin-4(3H)-one
There total 12 articles about 7-(2-chlorophenoxy)-5-{[2-ethoxy-4-(pyrrolidin-1-ylmethyl)phenyl]amino}pyrido[3,4-d]pyridazin-4(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: thionyl chloride / 5 h / 20 °C / Cooling with ice
2.1: sodium tris(acetoxy)borohydride / ethanol / 3 h / 80 °C
3.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C
4.1: toluene-4-sulfonic acid / toluene; methanol / 2 h / Reflux
5.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 3 h / -78 °C
5.2: 2 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 20 °C
7.1: 1,4-dioxane / 20 °C
8.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
9.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1.5 h / 120 °C / Sealed tube
10.1: caesium carbonate / copper(l) iodide; dimethylaminoacetic acid / 1,4-dioxane / 15 h / 120 °C / Sealed tube
With
n-butyllithium; thionyl chloride; sodium tris(acetoxy)borohydride; caesium carbonate; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
copper(l) iodide; dimethylaminoacetic acid; toluene-4-sulfonic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;
- Guidance literature:
-
With
caesium carbonate;
copper(l) iodide; dimethylaminoacetic acid;
In
1,4-dioxane;
at 120 ℃;
for 15h;
Sealed tube;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium tris(acetoxy)borohydride / ethanol / 3 h / 80 °C
2.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C
3.1: toluene-4-sulfonic acid / toluene; methanol / 2 h / Reflux
4.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 3 h / -78 °C
4.2: 2 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 20 °C
6.1: 1,4-dioxane / 20 °C
7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1.5 h / 120 °C / Sealed tube
9.1: caesium carbonate / copper(l) iodide; dimethylaminoacetic acid / 1,4-dioxane / 15 h / 120 °C / Sealed tube
With
n-butyllithium; sodium tris(acetoxy)borohydride; caesium carbonate; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
copper(l) iodide; dimethylaminoacetic acid; toluene-4-sulfonic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;