HCID 57743058, Verbindung → HCID 57743030, Verbindung

HRID 1896420Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1896420
Cl[C:2]1[N:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:10]=[C:6]2[N:5]=[C:4]([CH3:17])[C:3]=1[F:18]>CC(O)=O.[Zn]>[F:18][C:3]1[C:4]([CH3:17])=[N:5][C:6]2[N:7]([N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:10]=2)[CH:2]=1

Komponenten

4

Edukt 1

HCID 57743058HCID 57743058, Verbindung

Produkt 1

HCID 57743030HCID 57743030, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of 7-chloro-6-fluoro-5-methyl-2-phenylpyrazolo[1,5-a]pyrimidine x136 (22.9 mmol, 1 eq, 6 g) in 150 ml of AcOH at 0° C., is added zinc dust (68 mmol, 3 eq, 4.5 g). The mixture is stirred at 25° C. overnight. After evaporation of the solvent under reduced pressure, the crude product is poured on ice and quenched with a saturated aqueous NaHCO3 solution and extracted with AcOEt. The cumulated organic layers are washed with brine, dried over MgSO4, filtered and evaporated under reduced pressure to yield 6-fluoro-5-methyl-2-phenylpyrazolo[1,5-a]pyrimidine x139.

Aufarbeitung

  1. customAfter evaporation of the solvent under reduced pressure
  2. additionthe crude product is poured on ice
  3. customquenched with a saturated aqueous NaHCO3 solution
  4. extractionextracted with AcOEt
  5. washThe cumulated organic layers are washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-952d6ec651984b039d74ffbe6b3fdfe1
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518943B2

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