Acrylonitrile → HCID 22562162, Verbindung

A mixture of 3 g (15.3 mmol) of 4-trifluoroacetamidopiperidine, 3 g (4.25 mL, 30.6 mmol) of triethylamine, 3 mL (45.9 mmol) of acrylonitrile in 10 mL of THF was stirred at room temperature for 17 hr. The solvent and volatile were evaporated under reduced pressure. The residue was dissolved in 20 mL of methanol and 4 mL of 30% NH4OH and the solution was refluxed for 5 hr. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel eluting first with 500 mL of dichloromethane, then 500 mL of 0.5% methanol/dichloromethane, followed by 1000 mL of 9:1:0.1 dichloromethane/methanol/ammonium hydroxide to give 0.7 g (30% yield) of the N-(2-cyanoethyl)-4-aminopiperidine. Step 4: Preparation of 6-(2-chlorophenyl)-2-(N-2-cyanoethylpiperidyl-4-amino)-pyrido[2,3-d]-pyrimidin-7-ol

1. customThe solvent and volatile were evaporated under reduced pressure
2. dissolutionThe residue was dissolved in 20 mL of methanol
3. temperature4 mL of 30% NH4OH and the solution was refluxed for 5 hr
4. customThe solvent was evaporated under reduced pressure
5. customthe residue was purified by column chromatography on silica gel eluting first with 500 mL of dichloromethane

ORD-Eintrag

ord-8c3f64fbee9441ae8730b14989629cfd

Quelldatensatz

uspto-grants-2005_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06861423B2