Technology Process of 1H-Pyrrolo[2,3-b]pyridine-3-carboxylic acid, 5-broMo-2-[[(cyanoMethyl)[(4-Methylphenyl)sulfonyl]aMino]Methyl]-1-(phenylsulfonyl)-, Methyl ester
There total 9 articles about 1H-Pyrrolo[2,3-b]pyridine-3-carboxylic acid, 5-broMo-2-[[(cyanoMethyl)[(4-Methylphenyl)sulfonyl]aMino]Methyl]-1-(phenylsulfonyl)-, Methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-benzenesulfonyl-5-bromo-2-bromomethyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid methyl ester; N-(cyanomethyl)-(4-methylphenyl)sulfonamide;
With
sodium hydride;
In
N,N-dimethyl-formamide; mineral oil;
at 0 - 20 ℃;
With
hydrogenchloride;
In
water; N,N-dimethyl-formamide; mineral oil;
- Guidance literature:
-
Multi-step reaction with 6 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
With
N-Bromosuccinimide; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; triethylamine; sodium hydroxide; 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: 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
With
potassium iodate; N-Bromosuccinimide; sulfuric acid; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; sodium hydride; triethylamine; sodium hydroxide; 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;