2,2,2-Trifluoroethanol → HCID 57786325, Verbindung

Temperatur

60 °C

To a solution of 1-[9-chloro-1-(6-methoxy-2-methylpyridin-3-yl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-6-yl]propan-1-ol (120.0 mg, 0.310 mmol) in tetrahydrofuran (3.0 mL) was added 1,1′-(azodicarbonyl)dipiperidine (156.4 mg, 0.620 mmol) and tributylphosphine (154.5 μL, 0.620 mmol). After 10 min, to the mixture was added 2,2,2-trifluoroethanol (225.9 μL, 3.100 mmol). The reaction mixture was stirred at 60° C. for 5 hrs. The mixture was concentrated. To the residue was added diethyl ether and the precipitate was removed by filtration. The residue was purified by silica gel column chromatography eluting with a 0-40% ethyl acetate/n-hexane gradient mixture. The resulting solid was recrystallized from diisopropyl ether/n-hexane to give the title compound as a colorless powder (56.5 mg, 0.120 mmol, 39%).

1. concentrationThe mixture was concentrated
2. additionTo the residue was added diethyl ether
3. customthe precipitate was removed by filtration
4. customThe residue was purified by silica gel column chromatography
5. washeluting with a 0-40% ethyl acetate/n-hexane gradient mixture
6. customThe resulting solid was recrystallized from diisopropyl ether/n-hexane

ORD-Eintrag

ord-a75c301158fa409ea65628d1bb451581

Quelldatensatz

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08901141B2