반응 #70849

반응 방정식

2-(3-Bromopropoxy)tetrahydropyran

4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine

4,6-Bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine

KOH

water

→

desired compound

수율 54.0%

4,6-Bis(4-fluorophenyl)-5-(4-pyridyl)-2-[3-(tetrahydropyran-2-yloxy)propyl]pyrazolo[3,4-b]pyridine

수율 54.0%

용매

toluene

EtOAc

반응 조건

후처리

1. 1
   온도to cool
2. 2
   기타the phases were separated
3. 3
   추출The aqueous phase was extracted with EtOAc
4. 4
   건조The organic phase was dried over Na2SO4
5. 5
   농축concentrated to dryness
6. 6
   기타The crude product obtained
7. 7
   기타was purified by chromatography on silica gel
8. 8
   온도of increasing polarity as eluent

실험 절차

A suspension of 4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine (0.30 g, 0.8 mmol, obtained in example 1), KOH (0.05 g, 0.8 mmol) and crown ether 18-C-6 (0.01 g, 0.03 mmol) in toluene (10 mL) was heated to 100° C. for 1 h. 2-(3-Bromopropoxy)tetrahydropyran (0.17 g, 0.8 mmol) was added and stirred at 100° C. for 24 h. It was allowed to cool, water and EtOAc were added and the phases were separated. The aqueous phase was extracted with EtOAc. The organic phase was dried over Na2SO4 and concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using hexane-EtOAc mixtures of increasing polarity as eluent, to afford 0.22 g of the desired compound (yield: 54%).

출처