Ethanol → 2-Furanyl(7-phenylpyrazolo[1,5-a]pyrimidin-3-yl)methanone

HRID 1247964Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1247964
[NH2:1][C:2]1[C:6]([C:7]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)=[O:8])=[CH:5][NH:4][N:3]=1.[CH2:14](O)[CH3:15]>B(F)(F)F.CCOCC>[O:10]1[CH:11]=[CH:12][CH:13]=[C:9]1[C:7]([C:6]1[CH:5]=[N:4][N:3]2[C:13]([C:15]3[CH:14]=[CH:9][CH:7]=[CH:6][CH:5]=3)=[CH:12][CH:11]=[N:1][C:2]=12)=[O:8]

Komponenten

4

Edukt 2

HCID 702EthanolHCID 178509268HCID 178509268, Verbindung

Produkt 1

HCID 134759012-Furanyl(7-phenylpyrazolo[1,5-a]pyrimidin-3-yl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8000Boron trifluoride etherateKatalysator

Versuchsvorschrift

A mixture of 0.86 g of (3-amino-1H-pyrazol-4-yl)-2-furanylmethanone and 0.63 g of 1-phenyl-1-propynone in 35 ml of ethanol with several drops of boron trifluoride etherate was refluxed for 18 hours. The solvent was removed and the residue chromatographed on silica gel with ethyl acetate:hexane (1:20) as eluent and a gradual change to ethyl acetate:hexane (2:5). Elution with ethyl acetate gave a solid which was recrystallized from dichloromethanehexane, giving the desired product, mp 185°-187° C.

Aufarbeitung

  1. temperaturewas refluxed for 18 hours
  2. customThe solvent was removed
  3. customthe residue chromatographed on silica gel with ethyl acetate:hexane (1:20) as eluent
  4. washElution with ethyl acetate
  5. customgave a solid which
  6. customwas recrystallized from dichloromethanehexane

Quellen und Nachweise

ORD-Eintrag
ord-14df1ce0d4b049c5bfa939f3ec9fb66c
Quelldatensatz
uspto-grants-1985_06
Patentnummer
US04521422

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