Technology Process of 5H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 13-cyclohexyl-6-(4-morpholinylcarbonyl)methyl ester
There total 12 articles about 5H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 13-cyclohexyl-6-(4-morpholinylcarbonyl)methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 22 ℃;
for 0.333333h;
Product distribution / selectivity;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: tetrakis(triphenylphosphine) palladium(0); lithium chloride; sodium carbonate / ethanol; toluene / 3 h / 80 °C / Inert atmosphere
2: caesium carbonate / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere
3: lithium hydroxide / N,N-dimethyl-formamide / 4 h / 50 °C
4: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 22 °C
With
tetrakis(triphenylphosphine) palladium(0); sodium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium hydroxide;
In
ethanol; N,N-dimethyl-formamide; toluene;
1: |Suzuki-Miyaura Coupling / 2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm4016894
- Guidance literature:
-
Multi-step reaction with 6 steps
1: triethylsilane; trifluoroacetic acid / dichloromethane / 12 h / 10 - 20 °C
2: pyridinium hydrobromide perbromide / tetrahydrofuran; chloroform / 2 h / 0 - 20 °C
3: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 3 h / 85 °C
4: caesium carbonate / N,N-dimethyl-formamide / 3 h / 60 °C
5: lithium hydroxide / N,N-dimethyl-formamide / 4 h / 50 °C
6: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 22 °C
With
triethylsilane; lithium hydroxide; pyridinium hydrobromide perbromide; sodium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene;