[6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone

Base Information

Chemical Name:[6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone
CAS No.:861930-75-8
Molecular Formula:C₃₀H₂₆F₃NO₃
Molecular Weight:505.537
Hs Code.:

Synonyms:[6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone

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Chemical Property of [6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone

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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:

Reference yield: 64.0%

: 133739-70-5
1-bromo-2,3,5-trifluoro-benzene

: 861930-75-8
[6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone

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;

Reference yield: 64.0%

: 651326-69-1
trifluoro-methanesulfonic acid 6-methanesulfonyloxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester

: 133739-70-5
1-bromo-2,3,5-trifluoro-benzene

: 861930-75-8
[6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone

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

Reference yield:

: 649724-98-1
(2-hydroxy-6-methoxy-naphthalen-1-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

: 861930-75-8
[6-hydroxy-2-(2,3,5-trifluoro-phenyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone

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