Reaktion #2043711

Reaktionsgleichung

iodomethane

1-[3-{2-[benzyl-(4-pyridin-3-yl-butyl)-amino]ethyl}-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1,4-dihydrotetrazol-5-one

potassium carbonate

→

title compound

Ausbeute 78.1%

1-[3-{2-[benzyl-(4-pyridin-3-yl-butyl)amino]ethyl}2-(3,5-dimethylphenyl)-1H-indol-5-yl]-4-methyl-1,4-dihydrotetrazol-5-one

Ausbeute 78.1%

Lösungsmittel

methylene cloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction was quenched by the addition of saturated aqueous ammonium chloride
2. 2
   Extraktionthe mixture extracted with ethyl acetate
3. 3
   WaschenThe organic portion was washed successively with water and brine
4. 4
   Trocknendried over sodium sulfate
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigePurification of the
7. 7
   Einengenconcentrate by flash chromatography on silica gel (methylene chloride:methanol, 95:5)

Vorschrift

To a solution of 1-[3-{2-[benzyl-(4-pyridin-3-yl-butyl)-amino]ethyl}-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1,4-dihydrotetrazol-5-one (25 mg in 1.5 mL dry N,N-dimethylformamide) at 0° C. was added 13 mg potassium carbonate followed by 0.033 mL of a 10% solution of iodomethane in methylene cloride, and the mixture stirred at low temperature. After 2 hours, the reaction was quenched by the addition of saturated aqueous ammonium chloride and the mixture extracted with ethyl acetate. The organic portion was washed successively with water and brine, dried over sodium sulfate and concentrated in vacuo. Purification of the concentrate by flash chromatography on silica gel (methylene chloride:methanol, 95:5) gave the title compound (20 mg).

Quelle