تفاعل #5562

معادلة التفاعل

methyl iodie

5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine

sodium hydride

tetrahydrofuran

water

→

desired compound

المردود 58.9%

5-[3-[3-(phenyl)propyloxy]propylthio]imidazo[1,2-a]pyridine

المردود 58.9%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.STIRRINGthe mixture was stirred under ice-
3. 3
   درجة الحرارةcooling for 30 minutes
4. 4
   workup.STIRRINGby stirring at room temperature overnight
5. 5
   استخلاصwas extracted with methylene chloride (30 ml×3)
6. 6
   تجفيفdried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONAfter the solvent was distilled off
8. 8
   أخرىthe residue was purified by column chromatography (eluent: ethyl acetate)

الإجراء التجريبي

To a solution of 5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine (1.070 g, 5.137 mmoles) in tetrahydrofuran (30 ml) was added 60% sodium hydride in oil (0.25 g, 6.2 mmoles) with stirring under ice-cooling and the mixture was stirred under ice-cooling for 30 minutes. To the reaction mixture was added methyl iodie (1.53 g, 7.71 mmoles), followed by stirring at room temperature overnight. The reaction mixture was poured into water, which was extracted with methylene chloride (30 ml×3). The methylene chloride layers were combined and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 0.987 g of the desired compound (58.9%, light brown oily product).

المصدر