HCID 67406668, Verbindung → 4-(3-(3-Carboxypropanoyl)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-7-yl)benzoic acid

HRID 1801982Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1801982
OC1C2C(=CC(C3C=CC(C(OC(C)(C)C)=O)=CC=3)=CC=2)N(C)C(=O)C=1C(=O)CCC=O.[O:33]1CCC[O:35][CH:34]1[CH2:39][CH2:40][C:41]([C:43]1[C:44](=[O:68])[N:45]([CH3:67])[C:46]2[C:51]([C:52]=1[OH:53])=[CH:50][CH:49]=[C:48]([C:54]1[CH:66]=[CH:65][C:57]([C:58]([O:60]C(C)(C)C)=[O:59])=[CH:56][CH:55]=1)[CH:47]=2)=[O:42]>CC(O)=O>[C:34]([CH2:39][CH2:40][C:41]([C:43]1[C:44](=[O:68])[N:45]([CH3:67])[C:46]2[C:51]([C:52]=1[OH:53])=[CH:50][CH:49]=[C:48]([C:54]1[CH:55]=[CH:56][C:57]([C:58]([OH:60])=[O:59])=[CH:65][CH:66]=1)[CH:47]=2)=[O:42])([OH:35])=[O:33]

Komponenten

4

Edukt 2

HCID 67406668HCID 67406668, VerbindungHCID 86631268HCID 86631268, Verbindung

Produkt 1

HCID 547473424-(3-(3-Carboxypropanoyl)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-7-yl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

tert-Butyl 4-(4-hydroxy-1-methyl-2-oxo-3-(4-oxobutanoyl)-1,2-dihydroquinolin-7-yl)benzoate. AcOH (80%, 15 mL) was added to tert-butyl 4-(3-(3-(1,3-dioxan-2-yl)propanoyl)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-7-yl)benzoate (150 mg, 304 mmol), and the resulting mixture was heated at 90° C. for 1 hour. The reaction mixture was quenched with water and cooled to room temperature. A solid precipitated from solution and was filtered and stuck to the frit. The frit was washed with EtOAc (5×) to give the title compound as a beige solid.

Aufarbeitung

  1. customThe reaction mixture was quenched with water
  2. temperaturecooled to room temperature
  3. customA solid precipitated from solution
  4. filtrationwas filtered
  5. washThe frit was washed with EtOAc (5×)

Quellen und Nachweise

ORD-Eintrag
ord-7fcdbf5dcb5f42a48a1ad4971d8ac8a5
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349868B2

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