Technology Process of (R)-6-[3-(5-chloro-pyridin-3-yl)-phenyl]-6-methyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one
There total 11 articles about (R)-6-[3-(5-chloro-pyridin-3-yl)-phenyl]-6-methyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium carbonate;
tetrakis(triphenylphosphine) palladium(0);
In
1,4-dioxane;
at 150 ℃;
for 0.25h;
Inert atmosphere;
Microwave irradiation;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: hydrogenchloride / 96 h / Reflux
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C
2.2: 20 °C
3.1: Chiralpak.(R). Daicel AD / carbon dioxide; isopropylamine; methanol
4.1: sodium hydrogencarbonate / tetrahydrofuran / 15.17 h / 0 - 20 °C
4.2: pH 1 - 2 / Cooling with ice
5.1: thionyl chloride / acetonitrile / 0.5 h / -40 °C / Inert atmosphere
5.2: 64 h / 20 °C
6.1: sodium periodate / ruthenium trichloride / acetonitrile; water / 2 h / 0 - 20 °C
7.1: caesium carbonate / dimethyl sulfoxide / 3.5 h / 20 - 110 °C
7.2: 2 h
8.1: dichloromethane / 2 h / 0 - 20 °C
9.1: potassium carbonate / ethanol / 5 h / 20 - 90 °C
10.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 0.25 h / 150 °C / Inert atmosphere; Microwave irradiation
With
hydrogenchloride; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; caesium carbonate;
ruthenium trichloride; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; carbon dioxide; water; dimethyl sulfoxide; isopropylamine; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C
1.2: 20 °C
2.1: Chiralpak.(R). Daicel AD / carbon dioxide; isopropylamine; methanol
3.1: sodium hydrogencarbonate / tetrahydrofuran / 15.17 h / 0 - 20 °C
3.2: pH 1 - 2 / Cooling with ice
4.1: thionyl chloride / acetonitrile / 0.5 h / -40 °C / Inert atmosphere
4.2: 64 h / 20 °C
5.1: sodium periodate / ruthenium trichloride / acetonitrile; water / 2 h / 0 - 20 °C
6.1: caesium carbonate / dimethyl sulfoxide / 3.5 h / 20 - 110 °C
6.2: 2 h
7.1: dichloromethane / 2 h / 0 - 20 °C
8.1: potassium carbonate / ethanol / 5 h / 20 - 90 °C
9.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 0.25 h / 150 °C / Inert atmosphere; Microwave irradiation
With
sodium periodate; lithium aluminium tetrahydride; thionyl chloride; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; caesium carbonate;
ruthenium trichloride; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; carbon dioxide; water; dimethyl sulfoxide; isopropylamine; acetonitrile;
