Reaktion #1107239

Reaktionsgleichung

6-(2-methoxy-phenyl)-pyrimidin-4-ylamine

N—(S)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester

(S)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester

ethyl acetate

→

(S)-3-[6-(2-methoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester

Ausbeute 54.0%

Lösungsmittel

hexane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water
2. 2
   SonstigeThe organic layer was separated
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe obtained crude residue

Vorschrift

To a solution of 6-(2-methoxy-phenyl)-pyrimidin-4-ylamine (XXIV) (7.80 g, 39.1 mmol) in 90 ml of dichloromethane was added 4-dimethylaminopyridine (5.70 g, 47.0 mmol) followed by dropwise addition of N—(S)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester (XXXIII) (11.0 g, 39.1 mmol) at room temperature. The reaction mixture was stirred for 2 hours and washed with water. The organic layer was separated, dried over sodium sulfate and concentrated. The obtained crude residue was passed through a pad of silica gel eluting with 25% ethyl acetate in hexane to provide (S)-3-[6-(2-methoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester (XXXIV) (9.4 g, 54%).

Quelle