1-(3,4-Dichlorophenyl)-4,4,4-trifluorobutane-1,3-dione → 5-(3,4-Dichlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

HRID 11880

Reaktionsgleichung

Reaktionsgleichung von HRID 11880
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=O)[CH2:10][C:11](=O)[C:12]([F:15])([F:14])[F:13])[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:18][C:19]1[NH:23][N:22]=[C:21]([C:24]([OH:26])=[O:25])[CH:20]=1>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[C:11]([C:12]([F:15])([F:14])[F:13])[N:23]3[N:22]=[C:21]([C:24]([OH:26])=[O:25])[CH:20]=[C:19]3[N:18]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

4

Edukt 2

HCID 124462551-(3,4-Dichlorophenyl)-4,4,4-trifluorobutane-1,3-dioneHCID 178418848HCID 178418848, Verbindung

Produkt 1

HCID 10836755-(3,4-Dichlorophenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-2-carboxylic acidAusbeute 90,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

1-(3,4-Dichloro-phenyl)-4,4,4-trifluoro-butane-1,3-dione (1.00 g, 3.51 mmol) and 5-amino-1H-pyrazole-3-carboxylic acid (0.446 g, 3.51 mmoL) in acetic acid (100 mL) was heated at reflux for 48 hours. The reaction concentrated under reduced pressure and the crude product was purified by column chromatography on silica gel to give 5-(3,4-dichloro-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (1.20 g, 90%).

Aufarbeitung

  1. temperatureat reflux for 48 hours
  2. concentrationThe reaction concentrated under reduced pressure
  3. customthe crude product was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-7e3cd44aa54b46a5be88c3b168754af2
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098335B2

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