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HRID 69270Erstellt: 24. Oktober 2026

Potassium Fluoride → (Rac)-{1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-pyrrolidin-3-yl}-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/de/reaction/69270

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium FluorideHCID 522689—
Edukt3-(N-tert-Butoxycarbonyl-N-methylamino)pyrrolidineHCID 2761404—
Edukt6-(6-Chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-7-fluoro-quinolineHCID 58147516—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Lösungsmitteltert-Butyl methyl etherHCID 15413—
Produkt(Rac)-{1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-pyrrolidin-3-yl}-methyl-carbamic acid tert-butyl esterHCID 68630829—

Reaktionsbedingungen

Temperatur170 °C

Reaktionsschritte

6-(6-Chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-7-fluoro-quinoline (Stage 173.1, 150 mg, 0.474 mmol), KF (139 mg, 2.372 mmol) and (rac)-methyl-pyrrolidin-3-yl-carbamic acid tert-butyl ester (285 mg, 1.423 mmol) were suspended in NMP (1.5 mL). The RM was stirred at 170° C. for 1 h. The mixture was diluted with TBME and washed with water (3×). The aqueous phases were further extracted with TBME (1×). The combined organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was crystallized in Et2O to afford the title compound as a beige solid (tR 3.91 min (conditions 13), MH+=477).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822468B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-69c857447bb649fdbad863c547a7bccb
Quellennotizuspto-grants-2014_09