반응 #69559

반응 방정식

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

수율 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

수율 21.7%

용매

water

반응 조건

후처리

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

실험 절차

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).

출처