Reaktionsgleichung
[F:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]2[C:11]([C:16]#N)=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:18][N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH:20]1[Mg]Cl.C1C[O:30]CC1>>[CH3:18][N:19]1[CH2:24][CH2:23][CH:22]([C:16]([C:11]2[C:10]([CH2:9][CH2:8][C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[CH:15][CH:14]=[CH:13][N:12]=2)=[O:30])[CH2:21][CH2:20]1Komponenten
4
Versuchsvorschrift
To a solution of 3-[2-(3-fluorophenyl)ethyl]-2-pyridine carbonitrile (28.0 g, 0.123 mole) in 150 mL of dry THF is added 92 mL (1.48 moles/liter, 0.136 mole) of N-methylpiperidyl magnesium chloride over 10 minutes maintaining the temperature of 45°-50° C. The reaction is maintained at 40° C. to 50° C. for another 10 minutes and at ambient temperature for 45 minutes. The reaction is quenched to below pH 2 and aqueous hydrochloric acid and the resulting solution is stirred at 25° C. for 1 hour. The pH of the solution is adjusted to about 8, the product is extracted with ethylacetate, and the solution is concentrated to a residue. Following purification by silica gel chromatography, 38.3 g of product is obtained as a brown oil.
Aufarbeitung
- temperaturemaintaining the temperature of 45°-50° C
- customThe reaction is quenched to below pH 2 and aqueous hydrochloric acid
- extractionthe product is extracted with ethylacetate
- concentrationthe solution is concentrated to a residue
- custompurification by silica gel chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-5c3dd40b6c82477785cf7387e06d85e9
- Quelldatensatz
- uspto-grants-1987_04
- Patentnummer
- US04659716
Verknüpfte Notizen
Wird geladen…