Reaktion #69559

Reaktionsgleichung

toluene

3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-propylpyrazolo[5,1-b][1,3]thiazole-7-amine

2-bromopyridine

sodium tert-butoxide

→

title compound

Ausbeute 21.7%

3-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-propyl-N-pyridin-2-ylpyrazolo[5,1-b][1,3]thiazole-7-amine

Ausbeute 21.7%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas returned to room temperature
2. 2
   Extraktionthe reaction mixture was extracted with ethyl acetate
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
4. 4
   SonstigeThe residue was purified by medium pressure amino silica gel column chromatography (n-heptane/ethyl acetate

Vorschrift

To a toluene (0.9 mL) solution of 3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-propylpyrazolo[5,1-b][1,3]thiazole-7-amine (70 mg, 0.179 mmol) were added 2-bromopyridine (56.6 mg, 0.358 mmol), sodium tert-butoxide (25.8 mg, 0.269 mmol) and bis(tri-tert-butylphosphine)palladium (4.57 mg, 0.009 mmol), and the mixture was stirred at 100° C. for five hours. After the reaction mixture was returned to room temperature, water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate, and the solvent was distilled off under reduced pressure. The residue was purified by medium pressure amino silica gel column chromatography (n-heptane/ethyl acetate: 10% then 50%) to obtain the title compound (18.2 mg, 0.0388 mmol).

Quelle