تفاعل #706712

معادلة التفاعل

5-chloro-3-ethoxycarbonyl-2-methylimidazo[1,2-a)pyridine

2-(4-aminophenyl)ethylamine

N,N-diisopropylethylamine

→

desired compound

المردود 75.7%

5-[2-[4-(Amino)phenyl]ethan-1-ylamino]-3-ethoxycarbonyl-2-methylimidazo[1,2-a]pyridine

المردود 75.7%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated for 64 hours
2. 2
   درجة الحرارةunder reflux
3. 3
   درجة الحرارةAfter cooling
4. 4
   workup.DISTILLATIONthe solvent was distilled off
5. 5
   workup.ADDITIONTo the residue was added chloroform
6. 6
   غسيلThe residue was washed with water
7. 7
   تجفيفdried over anhydrous magnesium sulfate
8. 8
   workup.DISTILLATIONThe solvent was distilled off
9. 9
   أخرىThe residue was purified by column chromatography (eluent: chloroform/methanol=30:1)
10. 10
    أخرىrecrystallized from ethyl acetate-n-hexane

الإجراء التجريبي

A mixture of 4.07 g (17.1 mmol) of 5-chloro-3-ethoxycarbonyl-2-methylimidazo[1,2-a)pyridine, 3.48 g (25.6 mmol) of 2-(4-aminophenyl)ethylamine and 4.41 g (34.1 mmol) of N,N-diisopropylethylamine in 60 ml of acetonitrile was heated for 64 hours under reflux with stirring. After cooling, the solvent was distilled off. To the residue was added chloroform. The residue was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off. The residue was purified by column chromatography (eluent: chloroform/methanol=30:1) and recrystallized from ethyl acetate-n-hexane to give 4.37 g of the desired compound (75.7%, pale brown crystals).

المصدر