Technology Process of Methyl 3-(2-phenoxybenzyl)-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylate
There total 10 articles about Methyl 3-(2-phenoxybenzyl)-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl (4aS,R)-2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoline-8-carboxylate; 2-(phenoxy)benzaldehyde;
With
sodium tris(acetoxy)borohydride;
With
acetic acid;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium hydroxide / nickel / methanol; water / 20 °C
2.1: phosphorus pentoxide / o-xylene / 150 °C
3.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 2 h / 80 °C
4.1: boron tribromide / dichloromethane / 0 - 20 °C
4.2: 0.5 h / 0 - 20 °C
5.1: triethylamine / dichloromethane
6.1: triethylamine / 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / dimethyl sulfoxide / 3.75 h / 65 °C
7.1: ammonium formate / palladium 10% on activated carbon / tetrahydrofuran; methanol / 4 h / 50 °C
8.1: sodium tris(acetoxy)borohydride
With
potassium hydroxide; ammonium formate; phosphorus pentoxide; boron tribromide; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; sodium iodide;
1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; palladium 10% on activated carbon; nickel;
In
tetrahydrofuran; methanol; dichloromethane; o-xylene; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 2 h / 80 °C
2.1: boron tribromide / dichloromethane / 0 - 20 °C
2.2: 0.5 h / 0 - 20 °C
3.1: triethylamine / dichloromethane
4.1: triethylamine / 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / dimethyl sulfoxide / 3.75 h / 65 °C
5.1: ammonium formate / palladium 10% on activated carbon / tetrahydrofuran; methanol / 4 h / 50 °C
6.1: sodium tris(acetoxy)borohydride
With
ammonium formate; boron tribromide; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; sodium iodide;
1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;