반응 #172334

반응 방정식

tert-butyl 6-(pyrrolidin-1-ylmethyl)pyridin-2-ylcarbamate

TFA

→

6-(pyrrolidin-1-ylmethyl)pyridin-2-amine

수율 92.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타The resulting reaction mixture
2. 2
   농축concentrated under reduced pressure
3. 3
   workup.ADDITIONEnough saturated aqueous Na2CO3 was added to the resulting residue
4. 4
   추출The mixture was then extracted with ethyl acetate (3×25 mL)
5. 5
   건조The combined organic layers were dried (Na2SO4)
6. 6
   농축concentrated under reduced pressure

실험 절차

To a solution of tert-butyl 6-(pyrrolidin-1-ylmethyl)pyridin-2-ylcarbamate (96; 750 mg, 2.7 mmol) in dichloromethane (10 mL) was added TFA (4.0 mL) at room temperature. The resulting reaction mixture was stirred at room temperature for 6 h and then concentrated under reduced pressure. Enough saturated aqueous Na2CO3 was added to the resulting residue to adjust the pH=9. The mixture was then extracted with ethyl acetate (3×25 mL). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to afford 6-(pyrrolidin-1-ylmethyl)pyridin-2-amine 97 (440 mg, 92%).

출처