反応 #70849

反応方程式

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

収率 54.0%

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

収率 54.0%

溶媒

toluene

EtOAc

反応条件

後処理

1. 1
   温度to cool
2. 2
   その他the phases were separated
3. 3
   抽出The aqueous phase was extracted with EtOAc
4. 4
   乾燥The organic phase was dried over Na2SO4
5. 5
   濃縮concentrated to dryness
6. 6
   その他The crude product obtained
7. 7
   その他was purified by chromatography on silica gel
8. 8
   温度of increasing polarity as eluent

実験手順

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%).

出典