Technology Process of 2-(4-(pyrrolidin-1-yl)phenyl)pyrano[3,2-g]indol-4(9H)-one
There total 10 articles about 2-(4-(pyrrolidin-1-yl)phenyl)pyrano[3,2-g]indol-4(9H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4'-N-pyrrolidino-benzoyl methyl ketone;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -20 ℃;
for 1h;
7-methoxy-1H-indole-6-carbonyl chloride;
With
oxalyl dichloride;
In
tetrahydrofuran;
at -20 ℃;
for 1h;
With
hydrogen bromide;
for 3h;
Reflux;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sulfuric acid; nitric acid / 2 h / 0 °C
2.1: N,N-dimethyl-formamide / 120 °C
3.1: hydrogen; palladium(II) hydroxide / methanol / 20 °C
4.1: water; sodium hydroxide / tetrahydrofuran; methanol / 3 h / Reflux
5.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 0 °C
6.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 °C
6.2: -20 - 20 °C
7.1: hydrogen bromide / 3 h / Reflux
With
oxalyl dichloride; sulfuric acid; water; hydrogen bromide; hydrogen; nitric acid; palladium(II) hydroxide; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm301099x
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
2.1: N-chloro-succinimide / 20 °C
3.1: sulfuric acid; nitric acid / 2 h / 0 °C
4.1: N,N-dimethyl-formamide / 120 °C
5.1: hydrogen; palladium(II) hydroxide / methanol / 20 °C
6.1: water; sodium hydroxide / tetrahydrofuran; methanol / 3 h / Reflux
7.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 0 °C
8.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 °C
8.2: -20 - 20 °C
9.1: hydrogen bromide / 3 h / Reflux
With
N-chloro-succinimide; oxalyl dichloride; sulfuric acid; water; hydrogen bromide; hydrogen; nitric acid; palladium(II) hydroxide; potassium carbonate; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm301099x