Реакция #1960533

Уравнение реакции

6-bromo-2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine

potassium carbonate

3-bromo-1-propanol

→

6-bromo-2-[4′-(3″-hydroxypropoxy)phenyl]imidazo[1,2-a]pyridine

Выход 73.4%

Растворители

water

Условия реакции

Обработка

1. 1
   Другоеto remove moisture
2. 2
   workup.DISSOLUTIONwas dissolved in 50 mL of N,N-dimethylformamide
3. 3
   ДругоеAfter the completion of the reaction
4. 4
   Экстракцияextracted three times with chloroform
5. 5
   ПромывкаThe combined chloroform layer was washed with a saturated sodium chloride solution
6. 6
   Сушкаdried over anhydrous sodium sulfate
7. 7
   Фильтрацияfiltered
8. 8
   Концентрированиеconcentrated
9. 9
   ДругоеThe resulting crude product was recrystallized from methanol

Методика

1.45 g (corresponding to 5.0 mmol) of 6-bromo-2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine that was sufficiently dried to remove moisture was dissolved in 50 mL of N,N-dimethylformamide, and 2.07 g (corresponding to 15.0 mol) of potassium carbonate was added thereto. The mixture was supplemented with 680 μL (corresponding to 7.5 mmol) of 3-bromo-1-propanol, and then the solution was stirred at room temperature for 17 hours. After the completion of the reaction, the reaction solution was poured into water and extracted three times with chloroform. The combined chloroform layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated. The resulting crude product was recrystallized from methanol to obtain 1.28 g (corresponding to 3.67 mmol) of 6-bromo-2-[4′-(3″-hydroxypropoxy)phenyl]imidazo[1,2-a]pyridine (FIG. 1-2, Step 3).

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