Technology Process of 5-(3-{2-[2-hydroxy-1-(hydroxymethyl)ethyl]-5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl}-1,2,4-oxadiazol-5-yl)-2-[(1-methylethyl)oxy]benzonitrile
There total 14 articles about 5-(3-{2-[2-hydroxy-1-(hydroxymethyl)ethyl]-5-methyl-1,2,3,4-tetrahydro-6-isoquinolinyl}-1,2,4-oxadiazol-5-yl)-2-[(1-methylethyl)oxy]benzonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5-(3-(2-(2,2-dimethyl-1,3-dioxan-5-yl)-5-methyl-1,2,3,4-tetrahydroisoquinolin-6-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile;
With
hydrogenchloride; water;
In
tetrahydrofuran;
at 20 ℃;
With
sodium hydroxide;
In
tetrahydrofuran;
at 20 ℃;
for 0.333333h;
pH=10;
Product distribution / selectivity;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: oxalyl dichloride / N,N-dimethyl-formamide / 4 h / 20 °C
2.1: pyridine / toluene / 15.33 h / 20 - 80 °C
3.1: hydrogenchloride / 1,4-dioxane / 5.5 h / 20 °C / Inert atmosphere
4.1: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C / Inert atmosphere
5.1: hydrogenchloride; water / tetrahydrofuran / 20 °C
5.2: 0.33 h / 20 °C / pH 10
With
pyridine; hydrogenchloride; oxalyl dichloride; water; sodium tris(acetoxy)borohydride;
N,N-dimethyl-formamide;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / dichloromethane / -30 - 20 °C / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere
3.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28.5 h / Reflux
4.1: pyridine / toluene / 15.33 h / 20 - 80 °C
5.1: hydrogenchloride / 1,4-dioxane / 5.5 h / 20 °C / Inert atmosphere
6.1: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C / Inert atmosphere
7.1: hydrogenchloride; water / tetrahydrofuran / 20 °C
7.2: 0.33 h / 20 °C / pH 10
With
pyridine; hydrogenchloride; hydroxylamine hydrochloride; water; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
