Reaktion #480559

Reaktionsgleichung

6-chloro-N-methyl-4-o-tolyl-nicotinamide

morpholine

N-ethyldiisopropylamine

→

title compound

Ausbeute 92.9%

N-Methyl-6-morpholin-4-yl-4-o-tolyl-nicotinamide

Ausbeute 92.9%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with two portions of water
2. 2
   ExtraktionThe combined aqueous layers were extracted with 3 portions of dichloromethane
3. 3
   TrocknenDrying with sodium sulfate and concentration
4. 4
   Sonstigegave 1.23 g of the crude product

Vorschrift

A mixture of 1.00 g (3.84 mmol) 6-chloro-N-methyl-4-o-tolyl-nicotinamide, 0.37 ml (4.22 mmol) morpholine, 2.0 ml (12 mmol) N-ethyldiisopropylamine and a catalytic amount of 4-(N,N-dimethylamino)-pyridine was heated at 100° C. over night. After cooling to room temperature the mixture was dissolved in ethyl acetate and washed with two portions of water. The combined aqueous layers were extracted with 3 portions of dichloromethane. Drying with sodium sulfate and concentration gave 1.23 g of the crude product. Flash column chromatography afforded 1.11 g (92.9%) of the title compound as an off-white solid. M.p. 156-158° C.

Quelle