1-Ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 13772804, Verbindung

HRID 978531

Reaktionsgleichung

Reaktionsgleichung von HRID 978531
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:15])=[C:10](F)[C:11]=2[F:13])[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[CH:4]1)[CH3:2].[CH2:20]([N:22]([CH2:29][CH3:30])[CH2:23][CH:24]1[CH2:28][CH2:27][NH:26][CH2:25]1)[CH3:21]>C(#N)C>[CH2:20]([N:22]([CH2:23][CH:24]1[CH2:28][CH2:27][N:26]([C:10]2[C:11]([F:13])=[C:12]3[C:7]([C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[CH:4][N:3]3[CH2:1][CH3:2])=[CH:8][C:9]=2[F:15])[CH2:25]1)[CH2:29][CH3:30])[CH3:21]

Komponenten

4

Edukt 2

HCID 98351791-Ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 14075474N,N-Diethyl-3-pyrrolidinemethanamine

Produkt 1

HCID 13772804HCID 13772804, VerbindungAusbeute 61,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 0.5 g (1.8 mmole) 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 5 ml acetonitrile, 0.27 g (1.8 mole) of 1,8-diazobicyclo[5.4.0]undec-7-ene, and 0.3 g (1.9 mmole) of N,N-diethyl-3-pyrrolidinemethanamine was stirred at room temperature overnight. The formed precipitate was filtered, washed with acetonitrile then ethyl ether until dry to yield 0.45 g (60%) of the title compound, mp 210°-211° C.

Aufarbeitung

  1. filtrationThe formed precipitate was filtered
  2. washwashed with acetonitrile
  3. dry with materialethyl ether until dry

Quellen und Nachweise

ORD-Eintrag
ord-3014e842f59948b6911e513e593a9d68
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04665079

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