1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

Base Information

Chemical Name:1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one
CAS No.:1369358-09-7
Molecular Formula:C₂₈H₃₅N₃O₆S
Molecular Weight:541.668
Hs Code.:

Synonyms:1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

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Chemical Property of 1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

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Technology Process of 1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

There total 8 articles about 1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one 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: 51.0%

: 1369358-07-5
1-(1-(2-(2-hydroxy-4-(piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one hydrochloride

: 124-63-0
methanesulfonyl chloride

: 1369358-09-7
1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 14h; chemoselective reaction;
DOI:10.1016/j.bmc.2012.02.019

Reference yield:

: C₂₄H₃₆N₂O₆S

: 1369358-09-7
1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / methanol; water / 24 h / Reflux

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 19 h / 20 °C / Inert atmosphere

3: hydrogenchloride / diethyl ether; dichloromethane / 12 h / 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 14 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.02.019

Reference yield:

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 1369358-09-7
1-(1-(2-(2-hydroxy-4-(1-(methylsulfonyl)piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

Guidance literature:: Multi-step reaction with 7 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 20 h / 0 - 20 °C

2: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

3: sulfur / 5 h / 135 - 140 °C

4: sodium hydroxide / methanol; water / 24 h / Reflux

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 19 h / 20 °C / Inert atmosphere

6: hydrogenchloride / diethyl ether; dichloromethane / 12 h / 20 °C / Inert atmosphere

7: triethylamine / dichloromethane / 14 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; caesium carbonate; sulfur; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3: Wilgerodt-Kindler reaction;
DOI:10.1016/j.bmc.2012.02.019