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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2260534Erstellt: 27. Oktober 2026

Acetyl chloride → 3-(1-Acetyl-l,2-dihydro-2-methylpyridin-4-yl)-2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/2260534

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetyl chlorideHCID 6367—
EduktSodium BicarbonateHCID 516892—
Edukt2-(4-Fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidineHCID 19957280—
EduktHCID 178418573HCID 178418573—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(1-Acetyl-l,2-dihydro-2-methylpyridin-4-yl)-2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidineHCID 19957261—

Reaktionsschritte

To a solution of 2-(4-fluorophenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (480 mg) in dry tetrahydrofuran (15 ml) was added acetyl chloride (0.89 ml) dropwise under ice cooling. The mixture was stirred at ambient temperature for 1 hour and to the mixture was added a solution of methyl magnesium bromide in tetrahydrofuran (1 mole solution, 12.42 ml) under ice cooling. The mixture was stirred at ambient temperature for 2 hours and to the mixture was added an aqueous saturated sodium bicarbonate solution. The separated oil was extracted with dichloromethane and the solution was washed with brine, dried and concentrated in vacuo. The residue was purified by column chromatography on silica gel to give 3-(1-acetyl-l,2-dihydro-2-methylpyridin-4-yl)-2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine (327 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05478827
Quelldatensatzuspto-grants-1995_12
ORD IDord-ba5291ff62ad44d885faf03c5746fc87
Quellennotizuspto-grants-1995_12