Reaktion #985505

Reaktionsgleichung

6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amine

2-methylsulfonylpyrimidine

→

6-chloro-N-pyrimidin-2-yl-2,3,4,9-tetrahydro-1H-carbazol-1-amine

Ausbeute 12.0%

Lösungsmittel

ethyl acetate

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with 5% aqueous lithium chloride
2. 2
   SonstigeThe organic layer was isolated
3. 3
   Einengenconcentrated onto silica
4. 4
   SonstigePurification by flash chromatography (0-30% ethyl acetate-hexanes)

Vorschrift

A solution of 6-chloro-2,3,4,9-tetrahydro-1H-carbazol-1-amine (50 mg, 0.23 mmol) and 2-methylsulfonylpyrimidine (69 mg, 0.44 mmol) in N,N-dimethylformamide (0.50 mL) was heated at 150° C. for 900 seconds in a Smith Synthesizer microwave. The mixture was diluted with ethyl acetate and extracted with 5% aqueous lithium chloride. The organic layer was isolated and concentrated onto silica. Purification by flash chromatography (0-30% ethyl acetate-hexanes) yielded 6-chloro-N-pyrimidin-2-yl-2,3,4,9-tetrahydro-1H-carbazol-1-amine (8 mg, 12% yield) as a yellow solid.

Quelle