Technology Process of tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-3-methoxyphenyl)piperazine-1-carboxylate
There total 12 articles about tert-butyl 4-(4-(7-chloro-4-oxo-3,4-dihydropyrido[3,4-d]pyridazin-5-ylamino)-3-methoxyphenyl)piperazine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 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 / 15 h / 120 °C
With
n-butyllithium; thionyl chloride; sodium tris(acetoxy)borohydride; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
toluene-4-sulfonic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine;
In
1,4-dioxane;
at 120 ℃;
for 15h;
- Guidance literature:
-
Multi-step reaction with 8 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 / 15 h / 120 °C
With
n-butyllithium; sodium tris(acetoxy)borohydride; Dess-Martin periodane; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
toluene-4-sulfonic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; toluene;