Hydrochloric Acid → 7-(3-Pyrrolidinyloxy)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

HRID 465374Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 465374
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([O:13][C:14]2[CH:23]=[C:22]3[C:17]([C:18](=[O:32])[C:19]([C:27]([O:29]CC)=[O:28])=[CH:20][N:21]3[CH:24]3[CH2:26][CH2:25]3)=[CH:16][C:15]=2[F:33])[CH2:9]1)=O)(C)(C)C.[ClH:34]>C(O)(=O)C>[ClH:34].[NH:8]1[CH2:12][CH2:11][CH:10]([O:13][C:14]2[CH:23]=[C:22]3[C:17]([C:18](=[O:32])[C:19]([C:27]([OH:29])=[O:28])=[CH:20][N:21]3[CH:24]3[CH2:26][CH2:25]3)=[CH:16][C:15]=2[F:33])[CH2:9]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 15021537Ethyl 7-(1-t-butoxycarbonyl-3-pyrrolidinyloxy)-1-cyclopropyl-6-fluoro1,4-dihydro-4-oxoquinoline-3-carboxylate

Produkt 1

HCID 679157567-(3-Pyrrolidinyloxy)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Ethyl 7-(1-t-butoxycarbonyl-3-pyrrolidinyloxy)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3carboxylate (210 mg) was dissolved in a mixture consisting of 0.7 ml of concentrated hydrochloric acid and 2.8 ml of acetic acid. The resulting solution was heated under reflux for 3 hours. The reaction mixture was concentrated to dryness under reduced pressure. The residue was recrystallized from ethanol, whereby 60 mg of the title compound was obtained as crystals.

Aufarbeitung

  1. temperatureThe resulting solution was heated
  2. temperatureunder reflux for 3 hours
  3. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  4. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-7677fad717f24058a18f08e23d6b4e87
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05153203

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