반응 #657309

반응 방정식

3-(4-fluorophenyl)-1H-pyrazol-5-ol

K2CO3

2,2-difluoropropane-1,3-diyl dimethanesulfonate

→

6,6-difluoro-2-(4-fluorophenyl)-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine

수율 56.0%

용매

DMF

water

반응 조건

후처리

1. 1
   추출extracted with diethyl ether
2. 2
   건조The organic layer was dried over anhydrous sodium sulphate
3. 3
   농축concentrated
4. 4
   기타to get the crude product
5. 5
   기타Purification by column chromatography over silica gel (eluent 5-10% ethyl acetate in petrol ether)

실험 절차

To a solution of 3-(4-fluorophenyl)-1H-pyrazol-5-ol (4 g, 22.47 mmol) in DMF (30 mL) was added K2CO3 (12.4 g, 89.88 mmol) and 2,2-difluoropropane-1,3-diyl dimethanesulfonate (9 g, 33.7 mmol) at room temperature and then stirred for 16 h at 60° C. The progress of the reaction was monitored by TLC. Thereafter, the reaction mixture was diluted with cold water and extracted with diethyl ether. The organic layer was dried over anhydrous sodium sulphate and concentrated to get the crude product. Purification by column chromatography over silica gel (eluent 5-10% ethyl acetate in petrol ether) yielded 6,6-difluoro-2-(4-fluorophenyl)-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine (3.2 g, 56%) as an off-white solid.

출처