تفاعل #45696

معادلة التفاعل

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

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةby heating
2. 2
   درجة الحرارةunder reflux in a sealed tube under nitrogen atmosphere for 6 hours
3. 3
   درجة الحرارةAfter cooling
4. 4
   غسيلdilution with methylene chloride and washing with water and saturated brine
5. 5
   تجفيفthe organic layer was dried over anhydrous sodium sulfate
6. 6
   أخرىthe solvent was evaporated away under reduced pressure
7. 7
   أخرىThe resisting residue was recrystallized
8. 8
   أخرىpurified with n-hexane/ethyl acetate
9. 9
   أخرىto obtain the entitled compound (123 mg, quant) as a yellow white solid

الإجراء التجريبي

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.

المصدر