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

HRID 369228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 369228
[NH2:1][C:2]1[C:3]([F:26])=[CH:4][C:5]([F:25])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:20])=[C:15](F)[C:16]=3[Cl:18])[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[CH:7]=1.Cl.[CH3:28][NH:29][CH3:30].C(N(CC)CC)C>C(#N)C>[ClH:18].[NH2:1][C:2]1[C:3]([F:26])=[CH:4][C:5]([F:25])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:20])=[C:15]([N:29]([CH3:30])[CH3:28])[C:16]=3[Cl:18])[C:11](=[O:21])[C:10]([C:22]([OH:24])=[O:23])=[CH:9]2)[CH:7]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 108619991-(3-Amino-4,6-difluorophenyl)-8-chloro-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Produkt 1

HCID 699592811-(5-Amino-2,4-difluorophenyl)-8-chloro-7-dimethylamino-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid HydrochlorideAusbeute 120,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

1-(5-Amino-2,4-difluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg), dimethylamine hydrochloride (94 mg) and triethylamine (140 mg) were added to acetonitrile (10 ml), and the mixture was heated and stirred overnight at 60° C. After the reaction mixture was allowed to cool, the solvent was distilled off under reduced pressure. Ethanol and concentrated hydrochloric acid were added to the residue, and the mixture was concentrated again under reduced pressure. Ethanol was added to the residue, and solids were collected by filtration. The solids were washed successively with ethanol and diethyl ether to obtain the title compound (70 mg) as a yellow powder.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto cool
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionEthanol and concentrated hydrochloric acid were added to the residue
  5. concentrationthe mixture was concentrated again under reduced pressure
  6. additionEthanol was added to the residue, and solids
  7. filtrationwere collected by filtration
  8. washThe solids were washed successively with ethanol and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-09325b36faca4258832515663e5e8d6d
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06136823

Notizen zur Reaktion

Wird geladen…