Technology Process of (S)-2-(2,6-dimethylphenyl)-6-(5-isopropyl-2-methylphenyl)-4-(4-methoxy-3,3-dimethylpiperidin-1-yl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one
There total 6 articles about (S)-2-(2,6-dimethylphenyl)-6-(5-isopropyl-2-methylphenyl)-4-(4-methoxy-3,3-dimethylpiperidin-1-yl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: methanol / 17 h / 20 °C
2.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; N,N-dimethyl-formamide / 16.5 h / 110 °C / Inert atmosphere
2.2: 4.5 h / 110 °C
3.1: acetic acid / toluene / 12 h / 110 °C
4.1: potassium trimethylsilonate / 1,4-dioxane / 3 h / 140 °C / Sealed tube
5.1: Vilsmeier's reagent / dichloromethane / 2.83 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 4 h / 110 °C
With
methanol; tetrakis(triphenylphosphine) palladium(0); potassium trimethylsilonate; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine;
In
1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / toluene; tetrahydrofuran / 0.33 h / 20 °C
1.2: 0.25 h
2.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; N,N-dimethyl-formamide / 16.5 h / 110 °C / Inert atmosphere
2.2: 4.5 h / 110 °C
3.1: acetic acid / toluene / 12 h / 110 °C
4.1: potassium trimethylsilonate / 1,4-dioxane / 3 h / 140 °C / Sealed tube
5.1: Vilsmeier's reagent / dichloromethane / 2.83 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 4 h / 110 °C
With
tetrakis(triphenylphosphine) palladium(0); 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; potassium trimethylsilonate; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 3 steps
1: potassium trimethylsilonate / 1,4-dioxane / 3 h / 140 °C / Sealed tube
2: Vilsmeier's reagent / dichloromethane / 2.83 h / 20 °C
3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 4 h / 110 °C
With
potassium trimethylsilonate; N-ethyl-N,N-diisopropylamine;
In
1,4-dioxane; dichloromethane; N,N-dimethyl acetamide;