تفاعل #2295283

معادلة التفاعل

1-(4-Bromo-phenyl)-5-(2-chloro-phenyl)-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole

1-BOC-piperazine

BINAP

sodium t-butoxide

→

titled compound

المردود 46.1%

5-(2-chloro-phenyl)-1-[4-(4-BOC-piperazin-1-yl)-phenyl]-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole

المردود 46.1%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered through celite pad
2. 2
   workup.ADDITIONA saturated solution of ammonium chloride was added to the filtrate, which
3. 3
   استخلاصwas then extracted with ethyl acetate three times
4. 4
   استخلاصThe combined extract
5. 5
   غسيلwas washed with brine
6. 6
   تجفيفdried on anhydrous magnesium sulfate
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىto give a yellow liquid residue
9. 9
   أخرىThe resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/2)

الإجراء التجريبي

1-(4-Bromo-phenyl)-5-(2-chloro-phenyl)-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole (500.0 mg, 1.00 mmol) prepared in Step 5 of Preparation 24, 1-BOC-piperazine (241.0 mg, 1.30 mmol), Pd2(dba)3 (45.0 mg, 0.05 mmol), BINAP (62.0 mg, 0.10 mmol) and sodium t-butoxide (144.0 mg, 1.50 mmol) were added to toluene (10.0 mL). The reaction mixture was stirred at 100° C. for 12 hours and then filtered through celite pad. A saturated solution of ammonium chloride was added to the filtrate, which was then extracted with ethyl acetate three times. The combined extract was washed with brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/2) to give 280.0 mg of the titled compound as a yellow liquid.

المصدر