Technology Process of 8-chloro-N,N-dimethyl-4-((2-methyl-3-(trifluoromethyl)phenyl)amino)-1-naphthamide
There total 9 articles about 8-chloro-N,N-dimethyl-4-((2-methyl-3-(trifluoromethyl)phenyl)amino)-1-naphthamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5-chloro-4-(dimethylcarbamoyl)naphthalen-1-yl trifluoromethanesulfonate;
With
palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl;
In
toluene;
for 0.166667h;
Sealed tube;
Inert atmosphere;
2-methyl-3-trifluoromethylaniline;
With
caesium carbonate;
In
toluene;
at 20 - 110 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.5 h / 0 - 20 °C
1.2: 0 - 20 °C
2.1: tert.-butylnitrite; copper dichloride / acetonitrile / 1.5 h / 0 - 20 °C
3.1: trichlorophosphate / toluene / 0 °C / Reflux
4.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogen phosphate monohydrate / water; tert-butyl alcohol / 24 h / 0 - 20 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C
5.2: 2 h
6.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate / toluene / 0.17 h / Sealed tube; Inert atmosphere
6.2: 20 - 110 °C
With
sodium chlorite; tert.-butylnitrite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; palladium diacetate; sodium hydride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; copper dichloride; trichlorophosphate;
In
dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; tert-butyl alcohol;
3.1: |Vilsmeier-Haack Formylation;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tert.-butylnitrite; copper dichloride / acetonitrile / 1.5 h / 0 - 20 °C
2.1: trichlorophosphate / toluene / 0 °C / Reflux
3.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogen phosphate monohydrate / water; tert-butyl alcohol / 24 h / 0 - 20 °C
4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C
4.2: 2 h
5.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate / toluene / 0.17 h / Sealed tube; Inert atmosphere
5.2: 20 - 110 °C
With
sodium chlorite; tert.-butylnitrite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; copper dichloride; trichlorophosphate;
In
dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;
2.1: |Vilsmeier-Haack Formylation;