Technology Process of 4-fluoro-N-[(1R)-1-(4-fluoro-3-hydroxyphenyl)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-2-phenylethyl]-3-(trifluoromethyl)benzamide
There total 7 articles about 4-fluoro-N-[(1R)-1-(4-fluoro-3-hydroxyphenyl)-1-[3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl]-2-phenylethyl]-3-(trifluoromethyl)benzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-4-fluoro-N-(1-(4-fluoro-3-methoxyphenyl)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-2-phenylethyl)-3-(trifluoromethyl)benzamide;
With
boron tribromide;
In
dichloromethane;
at 20 ℃;
for 2h;
With
water;
In
dichloromethane;
With
sodium hydrogencarbonate;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: caesium carbonate / dimethyl sulfoxide / 5 h / 50 °C / Inert atmosphere
1.2: 1 h / 50 °C / Inert atmosphere
2.1: n-butyllithium / hexane; diethyl ether / 0.75 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 °C / Inert atmosphere
3.1: titanium(IV) tetraethanolate / tetrahydrofuran / 48 h / Inert atmosphere; Reflux
4.1: boron trifluoride diethyl etherate / diethyl ether; dichloromethane / 0.17 h / -78 °C / Inert atmosphere
4.2: 1.5 h / -78 °C / Inert atmosphere
5.1: hydrogenchloride / methanol; 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere
6.1: triethylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere
7.1: boron tribromide / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
hydrogenchloride; titanium(IV) tetraethanolate; n-butyllithium; boron trifluoride diethyl etherate; boron tribromide; caesium carbonate; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/acs.jmedchem.5b01363
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium trimethylsilonate / diethylene glycol dimethyl ether / 5 h / 120 °C / Inert atmosphere
2.1: caesium carbonate / dimethyl sulfoxide / 5 h / 50 °C / Inert atmosphere
2.2: 1 h / 50 °C / Inert atmosphere
3.1: n-butyllithium / hexane; diethyl ether / 0.75 h / -78 °C / Inert atmosphere
3.2: 2 h / -78 °C / Inert atmosphere
4.1: titanium(IV) tetraethanolate / tetrahydrofuran / 48 h / Inert atmosphere; Reflux
5.1: boron trifluoride diethyl etherate / diethyl ether; dichloromethane / 0.17 h / -78 °C / Inert atmosphere
5.2: 1.5 h / -78 °C / Inert atmosphere
6.1: hydrogenchloride / methanol; 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere
7.1: triethylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere
8.1: boron tribromide / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
hydrogenchloride; titanium(IV) tetraethanolate; n-butyllithium; boron trifluoride diethyl etherate; potassium trimethylsilonate; boron tribromide; caesium carbonate; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; diethylene glycol dimethyl ether; dimethyl sulfoxide;
DOI:10.1021/acs.jmedchem.5b01363
