3-Bromoaniline → 4-(3-Bromophenylamino)-3-ethoxycarbonyl-5,8-difluoroquinoline

HRID 266073

Reaktionsgleichung

Reaktionsgleichung von HRID 266073
Cl[C:2]1[C:11]2[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=2[F:12])[N:5]=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].[Br:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23]>CC(O)C>[Br:19][C:20]1[CH:21]=[C:22]([NH:23][C:2]2[C:11]3[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=3[F:12])[N:5]=[CH:4][C:3]=2[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:24]=[CH:25][CH:26]=1

Komponenten

4

Edukt 2

HCID 115623-BromoanilineHCID 17040076Ethyl 4-chloro-5,8-difluoroquinoline-3-carboxylate

Produkt 1

HCID 190324764-(3-Bromophenylamino)-3-ethoxycarbonyl-5,8-difluoroquinolineAusbeute 40,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

The reaction mixture of 200.0 mg (0.74 mmol) of 4-chloro-3-ethoxycarbonyl-5,8-difluoroquinoline and 155.1 mg (0.88 mmol) of 3-bromoaniline in 4.0 mL of 2-propanol was refluxed for 2 h and cooled down. The yellow precipitate was filtered, washed with cold 2-propanol, and dried in oven at 30° C. overnight to give 122.0 mg (40%) of the title compound.

Aufarbeitung

  1. temperaturewas refluxed for 2 h
  2. temperaturecooled down
  3. filtrationThe yellow precipitate was filtered
  4. washwashed with cold 2-propanol
  5. customdried in oven at 30° C. overnight

Quellen und Nachweise

ORD-Eintrag
ord-e3d2fd4a50d84c3da7296ed5b8d4937e
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05650415

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