1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 13933105, Verbindung

HRID 580579Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580579
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1.[CH3:21][NH:22][CH2:23][CH:24]1[CH:28]([CH3:29])[CH2:27][NH:26][CH2:25]1.C1CCN2C(=NCCC2)CC1>C(#N)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11]([N:26]4[CH2:27][CH:28]([CH3:29])[CH:24]([CH2:23][NH:22][CH3:21])[CH2:25]4)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:2][CH2:3]1

Komponenten

5

Edukt 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 5354141-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 19853373HCID 19853373, Verbindung

Produkt 1

HCID 13933105HCID 13933105, VerbindungAusbeute 59,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (0.5 g), anhydrous acetonitrile (5 ml), 3-methylaminomethyl-4-methylpyrrolidine (0.34 g) and DBU (0.27 g) was refluxed for an hour and allowed to stand overnight at room temperature. The resulting precipitate was collected by filtration, washed with acetonitrile and ether successively and recrystallized from chloroform-methanol-concentrated aqueous ammonia to give the title compound (0.41 g) as white powder, mp 252°-254° C.

Aufarbeitung

  1. temperaturewas refluxed for an hour
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with acetonitrile and ether successively
  4. customrecrystallized from chloroform-methanol-concentrated aqueous ammonia

Quellen und Nachweise

ORD-Eintrag
ord-2b930cbc695340a79581a0249986598b
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04753953

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