반응 #624685

반응 방정식

4-(trifluoromethyl)pyrazole

1-(6-chloropyridin-3-yl)butan-1-one

potassium carbonate

→

1-(6-(4-(trifluoromethyl)-1H-pyrazol-1-yl)pyridin-3-yl)butan-1-one

수율 99.4%

반응 조건

후처리

1. 1
   온도The mixture was cooled to room temperature
2. 2
   workup.STIRRINGstirred overnight
3. 3
   기타The mixture was partitioned between ethyl acetate and water
4. 4
   건조The organic layer was dried over MgSO4
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by silica gel chromatography

실험 절차

A mixture of 4-(trifluoromethyl)pyrazole (116 mg, 0.85 mmol), 1-(6-chloropyridin-3-yl)butan-1-one (130 mg, 0.71 mmol), and potassium carbonate (294 mg, 2.12 mmol) was stirred 4 h at 50° C. The mixture was cooled to room temperature and stirred overnight. The mixture was partitioned between ethyl acetate and water. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography to give 1-(6-(4-(trifluoromethyl)-1H-pyrazol-1-yl)pyridin-3-yl)butan-1-one (200 mg) as a colorless solid. 1H NMR (400 MHz, CDCl3) δ 8.97-8.99 (m, 1H), 8.90-8.91 (m, 1H), 8.39 (dd, J=8.5, 2.4 Hz, 1H), 8.08 (dd, J=8.58, 0.78 Hz, 1H), 7.93 (s, 1H), 2.94 (t, J=7.4 Hz, 2H), 1.74-1.85 (m, 2H), 1.02 (t, J=7.4 Hz, 3H).

출처