Water → Ethyl 1-cyclopropyl-6,7-difluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate

HRID 330084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 330084
[H-].[Na+].F[C:4]1[C:22]([CH3:23])=[C:21]([F:24])[C:20]([F:25])=[CH:19][C:5]=1[C:6]([C:8](=[CH:14][NH:15][CH:16]1[CH2:18][CH2:17]1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:7].O>O1CCOCC1>[CH:16]1([N:15]2[C:4]3[C:5](=[CH:19][C:20]([F:25])=[C:21]([F:24])[C:22]=3[CH3:23])[C:6](=[O:7])[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:14]2)[CH2:18][CH2:17]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 24758Sodium hydrideHCID 178471874HCID 178471874, Verbindung

Produkt 1

HCID 9839540Ethyl 1-cyclopropyl-6,7-difluoro-8-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylateAusbeute 78,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To the cooled mixture of 55% sodium hydride (50 mg) in anhydrous dioxane (2 ml) was added ethyl 2-(2,4,5-trifluoro-3-methylbenzoyl)-3-cyclopropylaminoacrylate (300 mg) slowly with stirring. After stirring for 30 minutes at room temperature, to the reacting mixture was added water (5 ml), the resulting precipitate was collected by filtration, washed with water and recrystallized from methanol to give the title compound (220 mg) as white needles.

Aufarbeitung

  1. stirringAfter stirring for 30 minutes at room temperature, to the reacting mixture
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-095093658f054b148a2624a9d48df6a1
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04894458

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