Cyclopropylamine → 1-(5-Amino-2,4-difluorophenyl)-8-chloro-7-cyclopropylamino-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

HRID 369227Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 369227
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[NH2:5][C:6]1[C:7]([F:30])=[CH:8][C:9]([F:29])=[C:10]([N:12]2[C:21]3[C:16](=[CH:17][C:18]([F:24])=[C:19](F)[C:20]=3[Cl:22])[C:15](=[O:25])[C:14]([C:26]([OH:28])=[O:27])=[CH:13]2)[CH:11]=1>CN(C)C=O>[NH2:5][C:6]1[C:7]([F:30])=[CH:8][C:9]([F:29])=[C:10]([N:12]2[C:21]3[C:16](=[CH:17][C:18]([F:24])=[C:19]([NH:4][CH:1]4[CH2:3][CH2:2]4)[C:20]=3[Cl:22])[C:15](=[O:25])[C:14]([C:26]([OH:28])=[O:27])=[CH:13]2)[CH:11]=1

Komponenten

4

Edukt 2

HCID 69828CyclopropylamineHCID 108619991-(3-Amino-4,6-difluorophenyl)-8-chloro-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Produkt 1

HCID 232847731-(5-Amino-2,4-difluorophenyl)-8-chloro-7-cyclopropylamino-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic AcidAusbeute 48,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Cyclopropylamine (50 mg) and 1-(5-amino-2,4-difluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (150 mg) were, added to N,N-dimethylformamide (2 ml), and the mixtures was stirred at 60° C. for 2 hours. After the reaction mixture was cooled back to room temperature, the solvent was, distilled off under reduced pressure. Ethanol was added to the residue, and solids deposited were collected by filtration to obtain the title compound (80 mg) as a pale yellow powder.

Aufarbeitung

  1. temperatureAfter the reaction mixture was cooled back to room temperature
  2. distillationdistilled off under reduced pressure
  3. additionEthanol was added to the residue, and solids
  4. filtrationdeposited were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-3eed61f86d2e4e31b0fbff88bf5772a5
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06136823

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