Technology Process of 5-amino-8-bromo-N-[(1S,2S)-2-hydroxycyclohexyl]isoquinoline-6-carboxamide
There total 8 articles about 5-amino-8-bromo-N-[(1S,2S)-2-hydroxycyclohexyl]isoquinoline-6-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
(benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine;
In
dichloromethane; N,N-dimethyl-formamide;
for 3h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / water; tetrahydrofuran / 72 h / 20 °C / Inert atmosphere
1.2: 40 - 50 °C
2.1: toluene / 72 h / 120 °C
3.1: potassium carbonate; water; potassium permanganate / tert-butyl alcohol / 1.5 h / 0 - 20 °C
4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C
4.2: 15 h
5.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; methanol / 8 h / 760.05 Torr
6.1: bromine / 1,4-dioxane; tetrachloromethane / 2 h / 0 °C
7.1: sodium hydroxide; water / tetrahydrofuran / 16 h / 90 °C
7.2: pH ~ 3
8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane; N,N-dimethyl-formamide / 3 h
With
potassium permanganate; oxalyl dichloride; potassium tert-butylate; water; hydrogen; bromine; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; sodium hydroxide;
palladium on activated charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; methanol / 8 h / 760.05 Torr
2.1: bromine / 1,4-dioxane; tetrachloromethane / 2 h / 0 °C
3.1: sodium hydroxide; water / tetrahydrofuran / 16 h / 90 °C
3.2: pH ~ 3
4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane; N,N-dimethyl-formamide / 3 h
With
water; hydrogen; bromine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; sodium hydroxide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
