Technology Process of 9H-Pyrrolo[2,3-b:5,4-c']dipyridine-6-carbonitrile, 3-broMo-5-hydroxy-9-(phenylsulfonyl)-
There total 10 articles about 9H-Pyrrolo[2,3-b:5,4-c']dipyridine-6-carbonitrile, 3-broMo-5-hydroxy-9-(phenylsulfonyl)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-benzenesulfonyl-5-bromo-2-{[cyanomethyl-(toluene-4-sulfonyl)amino]methyl}-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid methyl ester;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 - 10 ℃;
With
hydrogenchloride;
In
tetrahydrofuran; water;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sulfuric acid; potassium iodate / 100 °C
1.2: 1.5 h
2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1 h / 0 - 20 °C
3.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C
4.1: aluminum (III) chloride / dichloromethane / 0.83 h
4.2: 18 h
5.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane / 1.33 h / 0 - 20 °C
6.1: N-Bromosuccinimide; 1,1'-azobis(1-cyanocyclohexanenitrile) / 1,2-dichloro-ethane / 1.5 h / Reflux
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C
8.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 10 °C
With
potassium iodate; N-Bromosuccinimide; sulfuric acid; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; 1,1'-azobis(1-cyanocyclohexanenitrile);
aluminum (III) chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 1 h / 0 - 20 °C
2.1: potassium tert-butylate / tert-butyl alcohol / 1 h / 85 °C
3.1: aluminum (III) chloride / dichloromethane / 0.83 h
3.2: 18 h
4.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane / 1.33 h / 0 - 20 °C
5.1: N-Bromosuccinimide; 1,1'-azobis(1-cyanocyclohexanenitrile) / 1,2-dichloro-ethane / 1.5 h / Reflux
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C
7.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 10 °C
With
N-Bromosuccinimide; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; 1,1'-azobis(1-cyanocyclohexanenitrile);
aluminum (III) chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;