Reaktion #1733957

Reaktionsgleichung

4-chloromethylpyridine hydrochloride

3,4-dihydro-5-methylpyrimido[1,6-a]-indol-1(2H)-one

sodium hydride

→

3,4-dihydro-5-methyl-2-(4-pyridylmethyl)pyrimido[1,6-a]-indol-1(2H)-one hydrochloride

Lösungsmittel

N,N-dimethylformamide

water

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction mixture was stirred at the same temperature for 30 minutes and at room temperature for 3 hours
2. 2
   Extraktionextract two times with 5%-methanol-chloroform
3. 3
   WaschenThe extract was washed twice with water
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Sonstigeevaporated in vacuo
6. 6
   workup.DISSOLUTIONThe residue was dissolved in 1N-hydrochloric acid (10 ml)
7. 7
   Sonstigeevaporated in vacuo

Vorschrift

To a solution of 3,4-dihydro-5-methylpyrimido[1,6-a]-indol-1(2H)-one (188 mg) in N,N-dimethylformamide (3 ml) was added sodium hydride (60% in mineral oil, 88 mg) at 5° C. The mixture was stirred at the same temperature for 20 minutes. A solution of 4-chloromethylpyridine hydrochloride in N,N-dimethylformamide (3 ml) was added dropwise at 5° C. over five minutes. The reaction mixture was stirred at the same temperature for 30 minutes and at room temperature for 3 hours. The reaction mixture was diluted with chilled water and extract two times with 5%-methanol-chloroform. The extract was washed twice with water, dried over anhydrous magnesium sulfate, and evaporated in vacuo. The residue was dissolved in 1N-hydrochloric acid (10 ml) and evaporated in vacuo. The residue was pulverized with acetone to give 3,4-dihydro-5-methyl-2-(4-pyridylmethyl)pyrimido[1,6-a]-indol-1(2H)-one hydrochloride (160 mg).

Quelle