Technology Process of 4-(3-amino-2-methylphenyl)-7-morpholino-9H-pyrido[3,4-b]indole-1-carboxamide
There total 11 articles about 4-(3-amino-2-methylphenyl)-7-morpholino-9H-pyrido[3,4-b]indole-1-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium carbonate / tert-butyl alcohol / 84 h / 100 °C / Sealed tube
2.1: 137 °C
3.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 2.5 h / Inert atmosphere
4.1: hydrogenchloride / toluene; 1,4-dioxane / 16 h / 20 °C / Inert atmosphere
4.2: Reflux
5.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h
5.2: pH 5 - 6
6.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 1 h
7.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 1.5 h
With
4-methyl-morpholine; hydrogenchloride; lithium hydroxide monohydrate; water; hydrogen; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; N-ethyl-N,N-diisopropylamine; zinc;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 137 °C
2.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 2.5 h / Inert atmosphere
3.1: hydrogenchloride / toluene; 1,4-dioxane / 16 h / 20 °C / Inert atmosphere
3.2: Reflux
4.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h
4.2: pH 5 - 6
5.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 1 h
6.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 1.5 h
With
4-methyl-morpholine; hydrogenchloride; lithium hydroxide monohydrate; water; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; N-ethyl-N,N-diisopropylamine; zinc;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium carbonate / tetrahydrofuran / 72 h / 20 °C
2.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 5.75 h / -78 - 20 °C
2.2: 0.5 h / 20 °C / Cooling with ice
3.1: ammonium acetate; acetic acid / 4.5 h / 90 °C
4.1: 137 °C
5.1: zinc; ammonium chloride / tetrahydrofuran; methanol / 2.5 h / Inert atmosphere
6.1: hydrogenchloride / toluene; 1,4-dioxane / 16 h / 20 °C / Inert atmosphere
6.2: Reflux
7.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h
7.2: pH 5 - 6
8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 1 h
9.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 1.5 h
With
4-methyl-morpholine; hydrogenchloride; lithium hydroxide monohydrate; ammonium acetate; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;