Technology Process of (S)-7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one
There total 10 articles about (S)-7-(1-aminoethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride;
In
1,4-dioxane;
at 20 ℃;
for 0.75h;
Concentration;
Temperature;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydroxide; bromine / dichloromethane / Cooling with ice
2.1: polyphosphoric acid / 70 - 78 °C / Inert atmosphere
3.1: N-Bromosuccinimide / acetonitrile / 0.33 h / 50 °C / Inert atmosphere
4.1: sodium azide / N,N-dimethyl-formamide / 0.83 h
5.1: sodium iodide / methanol / 0.17 h / 20 °C
5.2: 0.33 h / 5 - 25 °C
6.1: isopropyl alcohol / 0.58 h / Reflux
7.1: sodium hydrogencarbonate / tetrahydrofuran / 0.5 h / 20 °C
8.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere
9.1: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C
9.2: 0 - 5 °C / pH 10
With
hydrogenchloride; N-Bromosuccinimide; sodium azide; bromine; sodium hydrogencarbonate; sodium carbonate; sodium iodide; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
8.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N-Bromosuccinimide / acetonitrile / 0.33 h / 50 °C / Inert atmosphere
2.1: sodium azide / N,N-dimethyl-formamide / 0.83 h
3.1: sodium iodide / methanol / 0.17 h / 20 °C
3.2: 0.33 h / 5 - 25 °C
4.1: isopropyl alcohol / 0.58 h / Reflux
5.1: sodium hydrogencarbonate / tetrahydrofuran / 0.5 h / 20 °C
6.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere
7.1: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C
7.2: 0 - 5 °C / pH 10
With
hydrogenchloride; N-Bromosuccinimide; sodium azide; sodium hydrogencarbonate; sodium carbonate; sodium iodide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
6.1: Suzuki Coupling;