1-([1,1'-biphenyl]-3-ylmethyl)-6-(4-fluoro-2,6-dimethoxyphenyl)-5,6-dihydropyridin-2(1H)-one → 1-([1,1'-Biphenyl]-3-ylmethyl)-6-(4-fluoro-2,6-dimethoxyphenyl)piperidin-2-one

HRID 594391Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594391
[C:1]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH:13]([C:14]3[C:19]([O:20][CH3:21])=[CH:18][C:17]([F:22])=[CH:16][C:15]=3[O:23][CH3:24])[CH2:12][CH:11]=[CH:10][C:9]2=[O:25])[CH:2]=1>CCOC(C)=O>[C:1]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH:13]([C:14]3[C:19]([O:20][CH3:21])=[CH:18][C:17]([F:22])=[CH:16][C:15]=3[O:23][CH3:24])[CH2:12][CH2:11][CH2:10][C:9]2=[O:25])[CH:2]=1

Komponenten

3

Edukt 1

HCID 690855961-([1,1'-biphenyl]-3-ylmethyl)-6-(4-fluoro-2,6-dimethoxyphenyl)-5,6-dihydropyridin-2(1H)-one

Produkt 1

HCID 690819251-([1,1'-Biphenyl]-3-ylmethyl)-6-(4-fluoro-2,6-dimethoxyphenyl)piperidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 1-([1,1′-biphenyl]-3-ylmethyl)-6-(4-fluoro-2,6-dimethoxyphenyl)-5,6-dihydropyridin-2(1H)-one (130 mg; 0.31 mmol; 1.0 equiv.), 10% Pd(C) (13 mg; 10% in mass) in anh. AcOEt (2 ml) was stirred at rt, under hydrogen atmosphere (1 atm), for 1 h. Filtration over a pad of celite, concentration to dryness under reduced pressure, and subsequent purification by preparative HPLC afforded 1-([1,1′-biphenyl]-3-ylmethyl)-6-(4-fluoro-2,6-dimethoxyphenyl)piperidin-2-one as a yellow solid. LC-MS (conditions A): tR=0.94 min.; [M+H]+: 419.92 g/mol.

Aufarbeitung

  1. filtrationFiltration
  2. concentrationover a pad of celite, concentration to dryness
  3. customunder reduced pressure, and subsequent purification by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-b88ad51cac42415f9fe2f6389ff65f16
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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