2-Bromo-1-(4-fluorophenyl)ethan-1-one → 6-Chloro-2-(4-fluorophenyl)-7,8-dimethylimidazo[1,2-b]pyridazine

HRID 1803877Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1803877
[NH2:1][C:2]1[N:3]=[N:4][C:5]([Cl:10])=[C:6]([CH3:9])[C:7]=1[CH3:8].Br[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)=O>C(O)C>[Cl:10][C:5]1[C:6]([CH3:9])=[C:7]([CH3:8])[C:2]2[N:3]([CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[N:1]=2)[N:4]=1

Komponenten

4

Edukt 2

HCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 69919433-Amino-6-chloro-4,5-dimethylpyridazine

Produkt 1

HCID 593677146-Chloro-2-(4-fluorophenyl)-7,8-dimethylimidazo[1,2-b]pyridazineAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 13 g (85 mmol) of 3-amino-6-chloro-4.5-dimethylpyridazine and 23 g (107 mmol) of 2-bromo-1-(4-fluorophenyl)ethanone in 130 mL of ethanol is refluxed for 16 hours. After cooling, the solvent is evaporated off under reduced pressure and the residue is taken up in chloroform. The organic phase is washed with diluted aqueous ammonia, dried over sodium sulfate and concentrated under reduced pressure to give a brown solid. This solid is triturated in acetone to give 19.2 g of a beige-colored powder.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe solvent is evaporated off under reduced pressure
  3. washThe organic phase is washed with diluted aqueous ammonia
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give a brown solid
  7. customThis solid is triturated in acetone

Quellen und Nachweise

ORD-Eintrag
ord-6193de431c6e41e69d196123c3c78599
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354405B2

Notizen zur Reaktion

Wird geladen…