Technology Process of [6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone
There total 7 articles about [6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
trifluoro-methanesulfonic acid 6-methanesulfonyloxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester;
With
cesium fluoride; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane;
bis(acetato)bis(triphenylphosphine)palladium;
In
acetonitrile;
at 75 ℃;
for 0.25h;
1-bromo-2,3,5-trifluoro-benzene;
In
acetonitrile;
at 75 ℃;
for 2.5h;
Product distribution / selectivity;
- Guidance literature:
-
trifluoro-methanesulfonic acid 6-methanesulfonyloxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester;
With
bis(acetato)bis(triphenylphosphine)palladium; cesium fluoride; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane;
In
acetonitrile;
at 75 ℃;
for 0.25h;
1-bromo-2,3,5-trifluoro-benzene;
With
bis(acetato)bis(triphenylphosphine)palladium;
In
acetonitrile;
at 75 ℃;
for 2.5h;
With
potassium hydroxide;
In
methanol;
at 20 ℃;
DOI:10.1021/jm0509795
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 100 percent / pyridine / CH2Cl2 / 0.25 h / 0 °C
2.1: 100 percent / HCl; BBr3; 2-methylbut-2-ene / diethyl ether; CH2Cl2 / 2 h / 0 °C
3.1: 99 percent / diisopropylethylamine / CH2Cl2 / 0.33 h / 20 °C
4.1: cesium fluoride; bis(acetato)bis(triphenylphosphine)palladium; bis(neopentyl glycolato)diboron / acetonitrile / 0.25 h / 75 °C
4.2: bis(acetato)bis(triphenylphosphine)palladium / acetonitrile / 2.5 h / 75 °C
4.3: 64 percent / KOH / methanol / 20 °C
With
pyridine; hydrogenchloride; 2-methyl-but-2-ene; bis(acetato)bis(triphenylphosphine)palladium; boron tribromide; N-ethyl-N,N-diisopropylamine; cesium fluoride; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane;
In
diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jm0509795