Reaktion #439502

Reaktionsgleichung

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

1-tert-butoxycarbonyl piperazine

N-ethyldiisopropylamine

→

title compound

Ausbeute 48.0%

4-(5-Methylcarbamoyl-4-o-tolyl-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester

Ausbeute 48.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux over night
2. 2
   Waschenwashed with two portions of 0.1 N aqueous hydrochloric acid solution
3. 3
   TrocknenDrying with sodium sulfate and concentration
4. 4
   Sonstigegave 10.7 g of the crude product

Vorschrift

A mixture of 8.31 g (31.9 mmol) 6-chloro-N-methyl-4-o-tolyl-nicotinamide, 6.53 g (35.0 mmol) 1-tert-butoxycarbonyl piperazine, 16.7 ml (95.6 mmol) N-ethyldiisopropylamine and a catalytic amount of 4-(N,N-dimethylamino)-pyridine was heated at reflux over night. After cooling to room temperature the mixture was dissolved in dichloromethane and washed with two portions of 0.1 N aqueous hydrochloric acid solution. Drying with sodium sulfate and concentration gave 10.7 g of the crude product. Flash column chromatography afforded 6.28 g (48.0%) of the title compound as an off-white solid.

Quelle