Technology Process of 1H-Pyrrolo[2,3-c]pyridine, 7-chloro-4-Methoxy-, hydrochloride (1:1)
There total 2 articles about 1H-Pyrrolo[2,3-c]pyridine, 7-chloro-4-Methoxy-, hydrochloride (1:1) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sulfuric acid; nitric acid / water / 7 h / 25 - 33 °C / Large scale
2.1: tert.-butylnitrite; sulfuric acid / 9.5 h / 20 - 43 °C / Large scale
3.1: N,N-dimethyl-formamide / 80 - 100 °C / Large scale
4.1: methanol; propanoic acid methyl ester; copper(l) iodide / tetrahydrofuran / 21 h / 30 - 72 °C / Large scale
5.1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 24 h / 25 - 35 °C / 1275.13 - 1500.15 Torr / Autoclave; Large scale
5.2: 10 - 30 °C / Large scale
6.1: trichlorophosphate / neat (no solvent) / 15 h / 40 - 102 °C / Large scale
7.1: methanol / toluene / 8 h / 45 - 55 °C / Large scale
With
methanol; copper(l) iodide; tert.-butylnitrite; propanoic acid methyl ester; sulfuric acid; 5%-palladium/activated carbon; hydrogen; nitric acid; trichlorophosphate;
In
tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
2.1: |Sandmeyer Reaction / 3.1: |Leimgruber-Batcho Indole Synthesis / 5.1: |Leimgruber-Batcho Indole Synthesis;
DOI:10.1021/acs.oprd.7b00134
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 4-Me-2-pentanol
2.1: isopropylmagnesium chloride / tetrahydrofuran
3.1: N,N,N',N'-tetramethylguanidine / 1-methyl-pyrrolidin-2-one / 2 h / 20 °C / Industry scale; Inert atmosphere
3.2: 18.03 h / 20 °C / Industry scale
4.1: tetrabutoxytitanium / 2-methyltetrahydrofuran / 3 h / Inert atmosphere; Reflux
5.1: chlorine / dichloromethane / -3 - 3 °C / Inert atmosphere; Industry scale
6.1: dichloromethane; water / 20 - 25 °C / Industry scale; Inert atmosphere
7.1: potassium di-tert-butylphosphate; tetraethylammonium bromide / dichloromethane / 1 h / 33 - 42 °C / Inert atmosphere; Industry scale
With
tetrabutoxytitanium; tetraethylammonium bromide; isopropylmagnesium chloride; chlorine; potassium di-tert-butylphosphate; N,N,N',N'-tetramethylguanidine;
In
tetrahydrofuran; 2-methyltetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; 4-Me-2-pentanol; water;