تفاعل #66849

معادلة التفاعل

tert-butyl 4-[(2E)-4-{4-[(3-chloro-4-fluorophenyl)amino]-5,8-dihydropyrido-[4′,3′:4,5]thieno[2,3-d]pyrimidin-7(6H)-yl}-4-oxobut-2-en-1-yl]piperazine-1-carboxylate

tert-Butyl 4-[(2E)-4-{4-[(3-chloro-4-fluorophenyl)amino]-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-7(6H)-yl}-4-oxobut-2-en-1-yl]piperazine-1-carboxylate

TFA

→

title compound

المردود 87.0%

N-(3-Chloro-4-fluorophenyl)-7-[(2E)-4-piperazin-1-ylbut-2-enoyl]-5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4-amine

المردود 87.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed in vacuo
2. 2
   workup.ADDITION1 M aqueous sodium hydroxide solution was added
3. 3
   استخلاصthe mixture was extracted with ethyl acetate
4. 4
   تجفيفThe organic layer was dried over sodium sulfate
5. 5
   أخرىthe solvent was evaporated
6. 6
   أخرىThe residue was crystallized from dichloromethane/diethyl ether

الإجراء التجريبي

To a solution of tert-butyl 4-[(2E)-4-{4-[(3-chloro-4-fluorophenyl)amino]-5,8-dihydropyrido-[4′,3′:4,5]thieno[2,3-d]pyrimidin-7(6H)-yl}-4-oxobut-2-en-1-yl]piperazine-1-carboxylate from Example 3 (150 mg, 0.255 mmol) in dichloromethane (15 mL) was added TFA (1.0 mL, 13 mmol), and the mixture was stirred at rt for 5 h. The solvent was removed in vacuo. 1 M aqueous sodium hydroxide solution was added, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and the solvent was evaporated. The residue was crystallized from dichloromethane/diethyl ether to yield 108 mg (87%) of the title compound.

المصدر