Technology Process of 5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carbonyl chloride
There total 11 articles about 5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carbonyl chloride which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
tetrahydrofuran;
for 0.25h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium hydroxide; ethanol / 18 h / 90 °C
2.1: trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice
3.1: 2 h / 90 °C / Reflux
4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h
5.1: sodium hydride / N,N-dimethyl-formamide / 0.83 h / 20 °C / Cooling with ice
5.2: 0 °C
6.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice
7.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere
8.1: lithium hydroxide; methanol / tetrahydrofuran / 18 h / 80 °C / Reflux
8.2: 20 °C
9.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.25 h
With
methanol; tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; ethanol; sodium hydride; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic anhydride; potassium hydroxide; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h
2.1: potassium hydroxide; ethanol / 18 h / 90 °C
3.1: trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice
4.1: 2 h / 90 °C / Reflux
5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h
6.1: sodium hydride / N,N-dimethyl-formamide / 0.83 h / 20 °C / Cooling with ice
6.2: 0 °C
7.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice
8.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere
9.1: lithium hydroxide; methanol / tetrahydrofuran / 18 h / 80 °C / Reflux
9.2: 20 °C
10.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.25 h
With
methanol; tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; ethanol; sodium hydride; sodium carbonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic anhydride; potassium hydroxide; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;