Formic Acid → 1-Cyclopropyl-6-fluoro-8-methoxy-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 1111460

Reaktionsgleichung

Reaktionsgleichung von HRID 1111460
[CH:1](O)=O.C=O.[CH:6]1([N:9]2[C:18]3[C:13](=[CH:14][C:15]([F:27])=[C:16]([N:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[C:17]=3[O:19][CH3:20])[C:12](=[O:28])[C:11]([C:29]([OH:31])=[O:30])=[CH:10]2)[CH2:8][CH2:7]1.O>C([O-])=O.[Na+]>[CH:6]1([N:9]2[C:18]3[C:13](=[CH:14][C:15]([F:27])=[C:16]([N:21]4[CH2:26][CH2:25][N:24]([CH3:1])[CH2:23][CH2:22]4)[C:17]=3[O:19][CH3:20])[C:12](=[O:28])[C:11]([C:29]([OH:31])=[O:30])=[CH:10]2)[CH2:7][CH2:8]1

Komponenten

6

Edukt 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 962WaterHCID 465562PD 135042

Produkt 1

HCID 107382321-Cyclopropyl-6-fluoro-8-methoxy-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2723810Sodium FormateLösungsmittel

Versuchsvorschrift

In a mixture of sodium formate (22 mg), 87% formic acid (0.3 ml) and 37% formalin (25 μl ) and 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid (60 mg) was stirred for 2 hours at 100° to 120° C. After cooling, water (1 ml) was added to the reaction mixture and then concentrated. To the residue was added water (0.5 ml), adjusted to pH 7 with 1 N aqueous sodium hydroxide solution and the solution was allowed to stand in a refrigerator. The resulting precipitate was collected by filtration and washed with water to give the title compound (33 mg) as colorless needles, mp 229°-232° C. (decompd.).

Aufarbeitung

  1. temperatureAfter cooling
  2. concentrationconcentrated
  3. additionTo the residue was added water (0.5 ml)
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-a2cbfb7ce849454caf1bd1ef72a92734
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04980470

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