Technology Process of 6-cyclohexyl-N-[(dimethylamino)sulfonyl]-2,3-dihydro-5-phenyl-1,4-oxazino[2,3,4-hi]indole-9-carboxamide
There total 10 articles about 6-cyclohexyl-N-[(dimethylamino)sulfonyl]-2,3-dihydro-5-phenyl-1,4-oxazino[2,3,4-hi]indole-9-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
6-cyclohexyl-2,3-dihydro-5-phenyl-1,4-oxazino[2,3,4-hi]indole-9-carboxylic acid;
With
1,1'-carbonyldiimidazole;
In
tetrahydrofuran;
at 20 - 50 ℃;
for 2h;
N,N-dimethylsulfamide;
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran;
at 50 ℃;
for 20.5h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium methylate / methanol / 23 h / 20 - 60 °C / Heating / reflux
1.2: 20 °C
2.1: hydrogen / 20% Pd(OH)2 on carbon / tetrahydrofuran; methanol / 27 h / 20 °C
3.1: methanol; hexane; benzene / 2.25 h / 0 - 20 °C
3.2: 0.25 h
4.1: pyridinium hydrobromide perbromide / tetrahydrofuran; dichloromethane / 2 h / 20 °C
5.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 20 - 60 °C
6.1: sodium hydride / dimethyl sulfoxide / 0.17 h / 20 °C
6.2: 19 h / 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C
8.1: sodium hydride / dimethyl sulfoxide / 0.33 h / 20 - 200 °C / Microwave irradiation
9.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 - 50 °C
9.2: 20.5 h / 50 °C
With
tetrabutyl ammonium fluoride; hydrogen; sodium methylate; pyridinium hydrobromide perbromide; sodium hydride; sodium carbonate; 1,1'-carbonyldiimidazole; lithium chloride;
tetrakis(triphenylphosphine) palladium(0); 20% Pd(OH)2 on carbon;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; benzene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium methylate / methanol / 23 h / 20 - 60 °C / Heating / reflux
1.2: 20 °C
2.1: hydrogen / 20% Pd(OH)2 on carbon / tetrahydrofuran; methanol / 27 h / 20 °C
3.1: methanol; hexane; benzene / 2.25 h / 0 - 20 °C
3.2: 0.25 h
4.1: pyridinium hydrobromide perbromide / tetrahydrofuran; dichloromethane / 2 h / 20 °C
5.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / ethanol; water; toluene / 20 - 60 °C
6.1: sodium hydride / dimethyl sulfoxide / 0.17 h / 20 °C
6.2: 19 h / 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C
8.1: sodium hydride / dimethyl sulfoxide / 0.33 h / 20 - 200 °C / Microwave irradiation
9.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 - 50 °C
9.2: 20.5 h / 50 °C
With
tetrabutyl ammonium fluoride; hydrogen; sodium methylate; pyridinium hydrobromide perbromide; sodium hydride; sodium carbonate; 1,1'-carbonyldiimidazole; lithium chloride;
tetrakis(triphenylphosphine) palladium(0); 20% Pd(OH)2 on carbon;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; benzene;
