反応 #45696

反応方程式

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile

diisopropylethylamine

3-hydroxy-1-azetidine hydrochloride

→

7-Fluoro-2-(3-hydroxyazetidin-1-yl)-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

溶媒

methylene chloride

反応条件

後処理

1. 1
   温度by heating
2. 2
   温度under reflux in a sealed tube under nitrogen atmosphere for 6 hours
3. 3
   温度After cooling
4. 4
   洗浄dilution with methylene chloride and washing with water and saturated brine
5. 5
   乾燥the organic layer was dried over anhydrous sodium sulfate
6. 6
   その他the solvent was evaporated away under reduced pressure
7. 7
   その他The resisting residue was recrystallized
8. 8
   その他purified with n-hexane/ethyl acetate
9. 9
   その他to obtain the entitled compound (123 mg, quant) as a yellow white solid

実験手順

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (100 mg, 0.35 mmol) was dissolved in methylene chloride (2 ml), then diisopropylethylamine (237 μl, 1.39 mmol) and 3-hydroxy-1-azetidine hydrochloride (76 mg, 0.70 mmol) were added, followed by heating under reflux in a sealed tube under nitrogen atmosphere for 6 hours. After cooling, dilution with methylene chloride and washing with water and saturated brine, the organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated away under reduced pressure. The resisting residue was recrystallized and purified with n-hexane/ethyl acetate to obtain the entitled compound (123 mg, quant) as a yellow white solid.

出典