Reaktion #1383

ord-54a17c6717d34e7dab9d9ee4a4d665b8

Reaktionsgleichung

CCOC(=O)C(=CNC1CC1)C(=O)c1c(Br)cc(Br)c(F)c1C
ethyl 2-(4,6-dibromo-3-fluoro-2-methylbenzoyl)-3-cyclopropylaminoacrylate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)c1cn(C2CC2)c2cc(Br)c(F)c(C)c2c1=O
ethyl 1-cyclopropyl-6-fluoro-7-bromo-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate
Ausbeute 91.1%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling
  2. 2
    Filtrationthe precipitated crystals are filtered
  3. 3
    Sonstigewhich are recrystallized from ethanol

Vorschrift

A mixture comprising ethyl 2-(4,6-dibromo-3-fluoro-2-methylbenzoyl)-3-cyclopropylaminoacrylate (45.0 g), potassium carbonate (16.7 g) and dimethylformamide (450 ml) is reacted at 140° C. for 30 minutes. After cooling, the reaction mixture is poured into ice-water and the precipitated crystals are filtered, which are recrystallized from ethanol to give ethyl 1-cyclopropyl-6-fluoro-7-bromo-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (33.6 g), as white crystals, m.p. 195°-197° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723648uspto-grants-1998_03