تفاعل #313509

معادلة التفاعل

ethyl (2E)-3-(6-{(tert-butoxycarbonyl)[(3R)-3-pyrrolidinyl]amino}-3-pyridyl)acrylate dihydrochloride

[4-(bromomethyl)phenyl](phenyl)methanone

THF

→

ethyl (2E)-3-{6-[[(3R)-1-(4-benzoylbenzyl)-3-pyrrolidinyl](tert-butoxycarbonyl)amino]-3-pyridyl}acrylate

المردود 77.6%

المذيبات

Et3N

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction mixture was partitioned between ethyl acetate and water
2. 2
   غسيلThe organic layer was washed with brine
3. 3
   تجفيفdried over MgSO4
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated in vacuo
6. 6
   أخرىThe residue was purified by column chromatography on silica gel

الإجراء التجريبي

To a mixture of ethyl (2E)-3-(6-{(tert-butoxycarbonyl)[(3R)-3-pyrrolidinyl]amino}-3-pyridyl)acrylate dihydrochloride (150 mg), [4-(bromomethyl)phenyl](phenyl)methanone (143 mg), and THF (3.5 mL) was added Et3N (0.168 mL). After stirring for 2 hours at room temperature, the reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over MgSO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give ethyl (2E)-3-{6-[[(3R)-1-(4-benzoylbenzyl)-3-pyrrolidinyl](tert-butoxycarbonyl)amino]-3-pyridyl}acrylate (149 mg).

المصدر