반응 #158372

반응 방정식

ethyl (3S)-2-(methylsulfanyl)-3-(3,4,5-trifluorophenoxy)-3,4,5,6-tetrahydropyridine-3-carboxylate

6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carbohydrazide

acetic acid

→

title compound

수율 95.5%

ethyl (8R)-3-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]-8-(3,4,5-trifluorophenoxy)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate

수율 95.5%

용매

ethyl acetate

반응 조건

후처리

1. 1
   세척the mixture was washed with 10% aqueous potassium carbonate solution and saturated brine
2. 2
   건조dried over anhydrous sodium sulfate
3. 3
   기타purified by silica gel column chromatography (NH, ethyl acetate)
4. 4
   기타The crudely-purified product was purified by silica gel column chromatography (methanol/ethyl acetate)

실험 절차

To ethyl (3S)-2-(methylsulfanyl)-3-(3,4,5-trifluorophenoxy)-3,4,5,6-tetrahydropyridine-3-carboxylate (702 mg) and 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carbohydrazide (500 mg) was added acetic acid (3 mL), and the mixture was stirred at 100° C. for 3 hr. The reaction mixture was diluted with ethyl acetate, and the mixture was washed with 10% aqueous potassium carbonate solution and saturated brine, dried over anhydrous sodium sulfate, and purified by silica gel column chromatography (NH, ethyl acetate). The crudely-purified product was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (1.02 g).

출처