Technology Process of cis-5-(4-((5-methyl-6-((1-(pyrimidin-2-yl)piperidin-4-yl)oxy)pyrimidin-4-yl)oxy)phenyl)-1,3,2-dioxathiane 2-oxide
There total 9 articles about cis-5-(4-((5-methyl-6-((1-(pyrimidin-2-yl)piperidin-4-yl)oxy)pyrimidin-4-yl)oxy)phenyl)-1,3,2-dioxathiane 2-oxide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: sodium hydride / THF (tetrahydrofuran) / 19 h / 0 - 30 °C
2.1: sodium tetrahydroborate / ethanol / 4 h / 0 - 30 °C
2.2: Cooling with ice
3.1: toluene-4-sulfonic acid / toluene / 18 h / 30 °C
4.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / Reflux
5.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C
6.1: hydrogenchloride; water / acetone / 3 h / 27 °C
7.1: thionyl chloride; pyridine / dichloromethane / 3 h / 27 °C / Cooling with ice
With
pyridine; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; water; ammonium formate; sodium hydride; caesium carbonate;
palladium 10% on activated carbon; toluene-4-sulfonic acid;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate / ethanol / 4 h / 0 - 30 °C
1.2: Cooling with ice
2.1: toluene-4-sulfonic acid / toluene / 18 h / 30 °C
3.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / Reflux
4.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C
5.1: hydrogenchloride; water / acetone / 3 h / 27 °C
6.1: thionyl chloride; pyridine / dichloromethane / 3 h / 27 °C / Cooling with ice
With
pyridine; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; water; ammonium formate; caesium carbonate;
palladium 10% on activated carbon; toluene-4-sulfonic acid;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: toluene-4-sulfonic acid / toluene / 18 h / 30 °C
2: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / Reflux
3: caesium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C
4: hydrogenchloride; water / acetone / 3 h / 27 °C
5: thionyl chloride; pyridine / dichloromethane / 3 h / 27 °C / Cooling with ice
With
pyridine; hydrogenchloride; thionyl chloride; water; ammonium formate; caesium carbonate;
palladium 10% on activated carbon; toluene-4-sulfonic acid;
In
methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;