تفاعل #4397

معادلة التفاعل

2-amino-3-(2-methylbenzylamino)pyridine

3-mesyloxy-5-hexyn-2-one

→

8-(2-methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine

المردود 30.3%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىevaporated in vacuo
2. 2
   workup.ADDITIONThe residue was treated with aqueous sodium bicarbonate solution
3. 3
   استخلاصextracted with methylene chloride
4. 4
   غسيلThe extract was washed with water
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   أخرىevaporated in vacuo
7. 7
   أخرىThe residue was purified by column chromatography on silica gel (40 g) with a mixtutre of methylene chloride and ethyl acetate (50:1 to 10:1) as an eluent

الإجراء التجريبي

A solution of 2-amino-3-(2-methylbenzylamino)pyridine (2 g) and 3-mesyloxy-5-hexyn-2-one (1.78 g) in ethanol (40 ml) was refluxed for 31.5 hours and then evaporated in vacuo. The residue was treated with aqueous sodium bicarbonate solution and extracted with methylene chloride. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (40 g) with a mixtutre of methylene chloride and ethyl acetate (50:1 to 10:1) as an eluent to give 8-(2-methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine (0.82 g).

المصدر