Reaktion #74115

Reaktionsgleichung

dichloromethane

N-(diphenylmethylidene)-3-[1-(4-methoxybenzyl)-4-(1-oxidopyridin-4-yl)-1H-pyrazol-3-yl]aniline

tert-butylamine

p-toluensulfonic anhydride

→

title compound

Ausbeute 73.0%

N-tert-butyl-4-[3-{3-[(diphenylmethylidene)amino]phenyl}-1-(4-methoxybenzyl)-1H-pyrazol-4-yl]pyridin-2-amine

Ausbeute 73.0%

Lösungsmittel

trifluoromethylbenzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled to 0° C.
2. 2
   TemperaturThe reaction was maintained in the same conditions for 2.5 hours
3. 3
   workup.ADDITIONwere added and after further 2 hours the reaction
4. 4
   SonstigeThe solvent was evaporated
5. 5
   Waschenwashed with water
6. 6
   TrocknenThe organic phase was dried over Na2SO4
7. 7
   Sonstigeevaporated to dryness

Vorschrift

200 mg (0.4 mmol) of N-(diphenylmethylidene)-3-[1-(4-methoxybenzyl)-4-(1-oxidopyridin-4-yl)-1H-pyrazol-3-yl]aniline were suspended in 50 ml of trifluoromethylbenzene and 210 μl (2 mmol) of tert-butylamine were added under stirring at room temperature. The mixture was cooled to 0° C. and 260 mg (0.8 mmol) of p-toluensulfonic anhydride were added. The reaction was maintained in the same conditions for 2.5 hours. Then the same amounts of reactants and 2 ml of dichloromethane to obtain a clear solution were added and after further 2 hours the reaction went to completion. The solvent was evaporated and the residue taken up in dichloromethane and washed with water. The organic phase was dried over Na2SO4 and evaporated to dryness, giving 161 mg (73% yield) of the title compound.

Quelle