HCID 69259880, Verbindung → N-(4-{3-[(4-Fluoro-phenyl)-hydroxy-methyl]-4-hydroxy-phenoxy}-3,5-dimethyl-phenyl)-malonamic acid methyl ester

HRID 1270601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1270601
[CH3:1][O:2][C:3](=[O:33])[CH2:4][C:5]([NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([O:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([C:23](=[O:31])[C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)[CH:17]=2)=[C:10]([CH3:32])[CH:9]=1)=[O:6]>CCO.CCOC(C)=O.[Ni]>[CH3:1][O:2][C:3](=[O:33])[CH2:4][C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH3:32])[C:11]([O:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH:23]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)[OH:31])[CH:17]=2)=[C:12]([CH3:14])[CH:13]=1)=[O:6]

Komponenten

4

Edukt 1

HCID 69259880HCID 69259880, Verbindung

Produkt 1

HCID 69259873N-(4-{3-[(4-Fluoro-phenyl)-hydroxy-methyl]-4-hydroxy-phenoxy}-3,5-dimethyl-phenyl)-malonamic acid methyl esterAusbeute 71,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 21584252Ethanol ethylacetateLösungsmittel

Versuchsvorschrift

To a solution of N-{4-[3-(4-fluoro-benzoyl)-4-hydroxy-phenoxy]-3,5-dimethyl-phenyl}-malonamic acid methyl ester (222 mg, 0.49 mmol) in a mixture of EtOH/EtOAc (4:1, 25 mL) was added nickel catalyst (2 mL, water and methanol washed). The mixture was hydrogenated under 50 psi at room temperature for 1 h. The catalyst was filtered off and the filtrate was concentrated. The residue was purified by preparative TLC to give the title compound of Step A (159 mg) as a white solid. MS (APCI−) Calc.: 453.2, Found: 452.2 (M−1).

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by preparative TLC

Quellen und Nachweise

ORD-Eintrag
ord-ebeedfdec2a149089d603dd30ad09740
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07202275B2

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