반응 #45696

반응 방정식

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

용매

methylene chloride

반응 조건

후처리

1. 1
   온도by heating
2. 2
   온도under reflux in a sealed tube under nitrogen atmosphere for 6 hours
3. 3
   온도After cooling
4. 4
   세척dilution with methylene chloride and washing with water and saturated brine
5. 5
   건조the organic layer was dried over anhydrous sodium sulfate
6. 6
   기타the solvent was evaporated away under reduced pressure
7. 7
   기타The resisting residue was recrystallized
8. 8
   기타purified with n-hexane/ethyl acetate
9. 9
   기타to obtain the entitled compound (123 mg, quant) as a yellow white solid

실험 절차

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.

출처