Реакция #1960531

Уравнение реакции

water

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

potassium carbonate

1-bromo-3-fluoropropane

→

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

Выход 86.6%

Растворители

chloroform

Условия реакции

Обработка

1. 1
   Другоеto remove moisture
2. 2
   workup.DISSOLUTIONwas dissolved in 10 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 purified by recycle preparative HPLC (HPLC apparatus

Методика

290 mg (corresponding to 1.0 mmol) of 6-bromo-2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine that was sufficiently dried to remove moisture was dissolved in 10 mL of N,N-dimethylformamide, and 413 mg (corresponding to 3.0 mmol) of potassium carbonate was added thereto. The mixture was supplemented with 138 μL (corresponding to 1.5 mmol) of 1-bromo-3-fluoropropane, and then was stirred at room temperature for 20.5 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 purified by recycle preparative HPLC (HPLC apparatus: LC-908 (under trade name; manufactured by Japan Analytical Industry Co., Ltd.); column: two JAIGEL 2H (under trade name; manufactured by Japan Analytical Industry Co., Ltd.) connected together; mobile phase: chloroform), to obtain 302 mg (corresponding to 0.866 mmol) of 6-bromo-2-[4′-(3″-fluoropropoxy)phenyl]imidazo[1,2-a]pyridine (FIG. 1-1, Step 3).

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