Ammonia → 1-[4-(Trifluoromethyl)pyridin-3-yl]methanamine

Temperatur

40 °C

Add 4-trifluoromethyl-nicotinonitrile (1.0 g, 5.8 mmol) and ethanol wet Raney® activated nickel (0.2 g) to a Parr pressure vessel. Immediately add, at ambient temperature, 2B-ethanol (25 mL) previously saturated with ammonia gas and seal the vessel. Purge the reaction vessel with nitrogen, pressurize the reaction mixture with hydrogen (400 KPa), seal the vessel, agitate the reaction and heat to 40° C. Continue the reaction for 20 h then turn off the heat and allow the reaction mixture to cool to ambient temperature. Vent the excess hydrogen from the vessel and purge the vessel with nitrogen. Filter the reaction mixture to remove the Raney® nickel, wash with ethanol and concentrate in vacuo. Purify by SCX chromatography to give the title compound (560 mg, 55%). MS (ES+) m/z: 177 (M+H)+.

1. additionImmediately add, at ambient temperature
2. customPurge the reaction vessel with nitrogen
3. customseal the vessel
4. customthe reaction
5. customthe reaction for 20 h
6. temperatureheat
7. temperatureto cool to ambient temperature
8. customVent the excess hydrogen from the vessel and purge the vessel with nitrogen
9. filtrationFilter the reaction mixture
10. customto remove the Raney® nickel
11. washwash with ethanol
12. concentrationconcentrate in vacuo
13. customPurify by SCX chromatography

ORD-Eintrag

ord-c085d21965ee4c55a32e7d730eb14220

Quelldatensatz

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08580780B2