Technology Process of 5-((2-(4-(4-fluoropiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide
There total 16 articles about 5-((2-(4-(4-fluoropiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-(1-(tert-butoxycarbonyl)-4-fluoropiperidin-4-yl)benzoic acid;
With
1,2,3-Benzotriazole; thionyl chloride;
In
dichloromethane;
at 20 ℃;
for 2h;
Inert atmosphere;
5-((2-aminopyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide;
With
dmap; triethylamine;
In
dichloromethane;
at 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: magnesium; iodine / tetrahydrofuran / 1 h / Reflux
1.2: 3 h / 20 °C / Reflux
2.1: sulfuric acid / 12 h / 90 °C
3.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere
4.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 2 h / 20 °C / Inert atmosphere
5.1: triethylamine / dichloromethane / 1 h / 20 °C
6.1: methanol; sodium hydroxide / tetrahydrofuran / 4 h / 50 °C
7.1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 2 h / 20 °C / Inert atmosphere
7.2: 2 h / 20 °C
With
methanol; 1,2,3-Benzotriazole; thionyl chloride; carbonochloridic acid 1-chloro-ethyl ester; diethylamino-sulfur trifluoride; sulfuric acid; iodine; magnesium; triethylamine; sodium hydroxide;
In
tetrahydrofuran; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: magnesium; iodine / tetrahydrofuran / 1 h / Reflux
1.2: 3 h / 20 °C / Reflux
2.1: sulfuric acid / 12 h / 90 °C
3.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere
4.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 2 h / 20 °C / Inert atmosphere
5.1: triethylamine / dichloromethane / 1 h / 20 °C
6.1: methanol; sodium hydroxide / tetrahydrofuran / 4 h / 50 °C
7.1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 2 h / 20 °C / Inert atmosphere
7.2: 2 h / 20 °C
With
methanol; 1,2,3-Benzotriazole; thionyl chloride; carbonochloridic acid 1-chloro-ethyl ester; diethylamino-sulfur trifluoride; sulfuric acid; iodine; magnesium; triethylamine; sodium hydroxide;
In
tetrahydrofuran; dichloromethane;