Technology Process of 3-(2-chloro-1,3-thiazol-4-yl)-1-{2-[4-(4-fluorophenyl)-7-hydroxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]phenyl}urea
There total 6 articles about 3-(2-chloro-1,3-thiazol-4-yl)-1-{2-[4-(4-fluorophenyl)-7-hydroxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]phenyl}urea which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-(2-chloro-1,3-thiazol-4-yl)-1-{2-[4-(4-fluorophenyl)-7-methoxy-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl]phenyl}urea;
With
aluminum (III) chloride;
In
dichloromethane;
at 100 ℃;
for 0.166667h;
Inert atmosphere;
Sealed tube;
Microwave irradiation;
With
methanol;
In
dichloromethane;
Inert atmosphere;
DOI:10.1021/jm5006226
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 50 h / 100 °C / Inert atmosphere; Sealed tube
2.1: zinc; ammonium chloride / methanol; ethyl acetate / 1 h / 20 °C / Inert atmosphere
3.1: diphenyl phosphoryl azide; triethylamine / toluene / 1 h / 100 °C / Inert atmosphere
4.1: aluminum (III) chloride / dichloromethane / 0.17 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
4.2: Inert atmosphere
With
aluminum (III) chloride; tetrakis(triphenylphosphine) palladium(0); diphenyl phosphoryl azide; sodium carbonate; ammonium chloride; triethylamine; zinc;
In
methanol; dichloromethane; ethyl acetate; toluene;
3.1: |Curtius Rearrangement;
DOI:10.1021/jm5006226
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogenchloride; sodium nitrite / water / -10 °C / Inert atmosphere
2.1: sulfuric acid / ethanol / 2 h / 0 - 20 °C / Inert atmosphere
2.2: 0.75 h / 0 - 20 °C / Inert atmosphere
3.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate / toluene / 16 h / 110 °C / Inert atmosphere; Sealed tube
4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 50 h / 100 °C / Inert atmosphere; Sealed tube
5.1: zinc; ammonium chloride / methanol; ethyl acetate / 1 h / 20 °C / Inert atmosphere
6.1: diphenyl phosphoryl azide; triethylamine / toluene / 1 h / 100 °C / Inert atmosphere
7.1: aluminum (III) chloride / dichloromethane / 0.17 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
7.2: Inert atmosphere
With
hydrogenchloride; aluminum (III) chloride; tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); sulfuric acid; diphenyl phosphoryl azide; sodium carbonate; ammonium chloride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; zinc; sodium nitrite;
In
methanol; ethanol; dichloromethane; water; ethyl acetate; toluene;
2.1: |Fischer Indole Synthesis / 6.1: |Curtius Rearrangement;
DOI:10.1021/jm5006226