تفاعل #657309

معادلة التفاعل

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

المردود 56.0%

المذيبات

DMF

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with diethyl ether
2. 2
   تجفيفThe organic layer was dried over anhydrous sodium sulphate
3. 3
   تركيزconcentrated
4. 4
   أخرىto get the crude product
5. 5
   أخرىPurification by column chromatography over silica gel (eluent 5-10% ethyl acetate in petrol ether)

الإجراء التجريبي

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.

المصدر