Water → 6-Difluoromethoxy-2-(4-fluoro-phenyl)-3-(4-methanesulfonyl-phenyl)-pyrazolo[1,5-b]pyridazine

HRID 982636Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 982636
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]([C:17]3[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:19][CH:18]=3)=[C:15]3[N:10]([N:11]=[C:12]([OH:27])[CH:13]=[CH:14]3)[N:9]=2)=[CH:4][CH:3]=1.[H-].[Na+].Br[CH:31]([F:33])[F:32].O>CN(C)C=O>[F:32][CH:31]([F:33])[O:27][C:12]1[CH:13]=[CH:14][C:15]2[N:10]([N:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[C:16]=2[C:17]2[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:24])=[O:25])=[CH:19][CH:18]=2)[N:11]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 62407BromodifluoromethaneHCID 178504660HCID 178504660, Verbindung

Produkt 1

HCID 111547436-Difluoromethoxy-2-(4-fluoro-phenyl)-3-(4-methanesulfonyl-phenyl)-pyrazolo[1,5-b]pyridazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 2-(4-fluoro-phenyl)-3-(4-methanesulfonyl-phenyl)-pyrazolo[1,5-b]pyridazin-6-ol (0.2 g) in anhydrous dimethyl formamide (5 ml) was treated with sodium hydride ( 0.046 g, 60% dispersion in mineral oil), after effervescence ceased a stream of bromodifluoromethane gas was passed through the mixture at ambient temperature for 30 minutes. The reaction mixture was then poured into water (50 ml) and extracted with ethyl acetate (50 ml), the organic extract was washed with water (3×50 ml), dried and concentrated in vacuo. The residue was purified by chromatography to give the title compound as a white solid (0.17 g).

Aufarbeitung

  1. extractionextracted with ethyl acetate (50 ml)
  2. extractionthe organic extract
  3. washwas washed with water (3×50 ml)
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-1694335dc7704dd58b775cafe47d75ce
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06861429B2

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