반응 #2146687

반응 방정식

water

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

potassium carbonate

1-bromo-3-fluoropropane

→

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

수율 63.0%

용매

chloroform

반응 조건

후처리

1. 1
   기타to remove moisture
2. 2
   workup.DISSOLUTIONwas dissolved in 10 L of N,N-dimethylformamide
3. 3
   기타After the completion of the reaction
4. 4
   추출extracted three times with chloroform
5. 5
   세척The combined chloroform layer was washed once with water and once with a saturated sodium chloride solution
6. 6
   건조dried over anhydrous sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated
9. 9
   기타The resulting crude product was purified by recycle preparative HPLC (HPLC apparatus

실험 절차

242 mg (corresponding to 1.0 mmol) of 2-(4′-hydroxyphenyl)-6-methoxyimidazo[1,2-a]pyridine that was sufficiently dried to remove moisture was dissolved in 10 L of N,N-dimethylformamide, and 418 mg (corresponding to 3.0 mmol) of potassium carbonate was added thereto. The mixture was supplemented with 140 μL (corresponding to 1.5 mmol) of 1-bromo-3-fluoropropane, and then was stirred at room temperature for 18 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 once with water and once 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 189 mg (corresponding to 0.63 mmol) of 2-[4′-(3″-fluoropropoxy)phenyl]-6-methoxyimidazo[1,2-a]pyridine (hereinafter referred to as Compound 1) (FIG. 2, Step 6).

출처