Technology Process of 4-{[4-cyano-4-(pyridin-4-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide
There total 6 articles about 4-{[4-cyano-4-(pyridin-4-yl)piperidin-1-yl]methyl}-N-[(1S,2S)-2-hydroxycyclohexyl]quinoline-2-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: phosphorus(V) oxybromide / toluene; acetonitrile / 1.5 h / 75 °C
2.1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine / 1,4-dioxane; water / 0.5 h / 140 °C / Microwave irradiation
3.1: ozone / dichloromethane / 0.17 h / -78 °C
3.2: polymer-supported triphenylphosphine / 20 °C
4.1: methanol; sodium hydroxide / water; tetrahydrofuran / 3 h
5.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 1.5 h / 20 °C
6.1: sodium tris(acetoxy)borohydride; triethylamine / 1,2-dichloro-ethane / 20 °C
With
methanol; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ozone; triethylamine; sodium hydroxide; phosphorus(V) oxybromide; tricyclohexylphosphine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; toluene; acetonitrile;
- Guidance literature:
-
With
sodium tris(acetoxy)borohydride; triethylamine;
In
1,2-dichloro-ethane;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine / 1,4-dioxane; water / 0.5 h / 140 °C / Microwave irradiation
2.1: ozone / dichloromethane / 0.17 h / -78 °C
2.2: polymer-supported triphenylphosphine / 20 °C
3.1: methanol; sodium hydroxide / water; tetrahydrofuran / 3 h
4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 1.5 h / 20 °C
5.1: sodium tris(acetoxy)borohydride; triethylamine / 1,2-dichloro-ethane / 20 °C
With
methanol; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ozone; triethylamine; sodium hydroxide; tricyclohexylphosphine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane;