8-Fluorociprofloxacin → PD 135042

HRID 1111459

Reaktionsgleichung

Reaktionsgleichung von HRID 1111459
[CH3:1][O-:2].[Na+].[Na].[CH:5]1([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:25])=[C:15]([N:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)[C:16]=3F)[C:11](=[O:26])[C:10]([C:27]([OH:29])=[O:28])=[CH:9]2)[CH2:7][CH2:6]1>C(O)C>[CH:5]1([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:25])=[C:15]([N:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)[C:16]=3[O:2][CH3:1])[C:11](=[O:26])[C:10]([C:27]([OH:29])=[O:28])=[CH:9]2)[CH2:6][CH2:7]1

Komponenten

5

Edukt 3

HCID 1228488-FluorociprofloxacinHCID 5360545SodiumHCID 10942334Sodium Methoxide

Produkt 1

HCID 465562PD 135042

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To the solution of sodium methoxide prepared from sodium (0.2 g) and absolute ethanol (9 ml) was added 1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid (0.5 g) and the mixture in sealed tube was heated for 72.5 hours at 140° to 150° C. After cooling, the reaction mixture was concentrated, water (4 ml) was added to the residue, and the solution was adjusted to pH 7 with acetic acid. The insoluble materials were filtered off and the filtrate was allowed to stand in a refrigeretor. The resulting precipitate was collected by filtration and recrystallized from dichloromethane-methanol (2:1; 6 ml) to give the title compound (0.12 g) as colorless prisms, mp 185°-187.5° C. (decompd.).

Aufarbeitung

  1. temperaturethe mixture in sealed tube was heated for 72.5 hours at 140° to 150° C
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture was concentrated
  4. additionwater (4 ml) was added to the residue
  5. filtrationThe insoluble materials were filtered off
  6. filtrationThe resulting precipitate was collected by filtration
  7. customrecrystallized from dichloromethane-methanol (2:1; 6 ml)

Quellen und Nachweise

ORD-Eintrag
ord-cd9dbbfbebd34aef832b0f06b9b6504a
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04980470

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