Hydrochloric Acid → 1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethyl-6-fluoro-4-oxo-, monohydrochloride

HRID 1759552Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1759552
C([NH:4][CH:5]1[CH2:9][CH2:8][N:7]([C:10]2[N:19]=[C:18]3[C:13]([C:14](=[O:25])[C:15]([C:22]([OH:24])=[O:23])=[CH:16][N:17]3[CH2:20][CH3:21])=[CH:12][C:11]=2[F:26])[CH2:6]1)(=O)C.[ClH:27]>>[ClH:27].[NH2:4][CH:5]1[CH2:9][CH2:8][N:7]([C:10]2[N:19]=[C:18]3[C:13]([C:14](=[O:25])[C:15]([C:22]([OH:24])=[O:23])=[CH:16][N:17]3[CH2:20][CH3:21])=[CH:12][C:11]=2[F:26])[CH2:6]1

Komponenten

3

Edukt 2

HCID 313Hydrochloric AcidHCID 130411377-[3-(Acetylamino)-1-pyrrolidinyl]-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Produkt 1

HCID 30614691,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethyl-6-fluoro-4-oxo-, monohydrochloride

Versuchsvorschrift

A mixture of 7-(3-acetylamino-1-pyrrolidinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (1.81 g) in 20% hydrochloric acid (20 ml) was heated under reflux for 3 hours with stirring. The mixture was concentrated to dryness under reduced pressure and then ethanol was added to the residue. After cooling the mixture, the resulting solid was collected and recrystallized from ethanol-water to yield 1.64 g of 7-(3-amino-1-pyrrolidinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid hydrochloride (Compound 1), m.p. 285°-290° C. (decomp.).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. concentrationThe mixture was concentrated to dryness under reduced pressure
  4. additionethanol was added to the residue
  5. temperatureAfter cooling the mixture
  6. customthe resulting solid was collected
  7. customrecrystallized from ethanol-water

Quellen und Nachweise

ORD-Eintrag
ord-8a131d4acf5448daaa9fa1f1ddb09bd5
Quelldatensatz
uspto-grants-1982_07
Patentnummer
US04341784

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