반응 #2453338

반응 방정식

acetonitrile

2,2,2-trifluoro-ethyl trifluoromethanesulfonate

ethyl 1-(3-chloro-2-pyridinyl)-2,3-dihydro-3-oxo-1H-pyrazole-5-carboxylate

Ethyl 1-(3-chloro-2-pyridinyl)-2,3-dihydro-3-oxo-1H-pyrazole-5-carboxylate

product

Ethyl 1-(3-chloro-2-pyridinyl)-2,3-dihydro-3-oxo-1H-pyrazole-5-carboxylate

potassium carbonate

→

title product

Ethyl 1-(3-chloro-2-pyridinyl)-3-(2,2,2-trifluoroethoxy)-1H-pyrazole-5-carboxylate

용매

Water

반응 조건

후처리

1. 1
   기타at −5° C.
2. 2
   workup.STIRRINGThe suspension was stirred for 15 minutes at 20° C
3. 3
   온도The reaction mixture was warmed to room temperature
4. 4
   온도heated
5. 5
   온도to reflux, at which time thin layer chromatography
6. 6
   기타the reaction
7. 7
   추출was then extracted with ethyl ether
8. 8
   추출The ether extract
9. 9
   건조was dried over magnesium sulfate
10. 10
    농축concentrated

실험 절차

To a suspension of ethyl 1-(3-chloro-2-pyridinyl)-2,3-dihydro-3-oxo-1H-pyrazole-5-carboxylate (i.e. product of Step A) (0.1 g, 3 mmol) stirred is dry acetonitrile (15 mL) at −5° C. was added potassium carbonate (0.85 g, 6.15 mmol). The suspension was stirred for 15 minutes at 20° C. The stirred suspension was then cooled to 5° C. and 2,2,2-trifluoro-ethyl trifluoromethanesulfonate (0.8 g, 3.45 mmol) was added dropwise. The reaction mixture was warmed to room temperature and then heated to reflux, at which time thin layer chromatography showed the reaction to be complete. Water (25 mL) was added to the reaction mixture, which was then extracted with ethyl ether. The ether extract was dried over magnesium sulfate and concentrated to yield the title product compound (1.05 g) as a pale yellow oil.

출처