Реакция #68225

Уравнение реакции

hydrogen chloride ethyl acetate

sodium hydrogen carbonate

tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(2-oxo-4-(pyridin-4-yl)quinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate

trifluoroacetic acid

→

1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-4-(pyridin-4-yl)quinolin-2(1H)-one hydrochloride

Растворители

chloroform

chloroform

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   Другоеthe solvent was removed under reduced pressure
3. 3
   ДругоеTo the residue thus obtained
4. 4
   Другоеthe organic layer was separated
5. 5
   Экстракцияthe aqueous layer was extracted with chloroform
6. 6
   Промывкаwashed with aqueous saturated sodium chloride solution
7. 7
   Сушкаdried over anhydrous magnesium sulfate
8. 8
   Другоеthe solvent was removed under reduced pressure
9. 9
   ДругоеTo the residue thus obtained
10. 10
    Фильтрацияthe resulting solid was filtered

Методика

To 1 mL of a chloroform solution containing 42 mg of tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(2-oxo-4-(pyridin-4-yl)quinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate, 1 mL of trifluoroacetic acid was added at room temperature and stirred for 3.5 hours, thereafter the solvent was removed under reduced pressure. To the residue thus obtained, chloroform and aqueous saturated sodium hydrogen carbonate solution were added, the organic layer was separated and the aqueous layer was extracted with chloroform. The organic layer and extracts were combined, washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. To the residue thus obtained, 1 mL of 4 mol/L hydrogen chloride/ethyl acetate was added, the resulting solid was filtered to give 21 mg of (1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-4-(pyridin-4-yl)quinolin-2(1H)-one hydrochloride as a pale yellow solid.

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