반응 #418304

반응 방정식

water

4-(3-hydroxy-benzyl)-piperazine-1-carboxylic acid tert-butyl ester

Cs2CO3

2-chloro-3-pyridinecarbonitrile

→

4-[3-(3-cyano-pyridin-2-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

수율 58.1%

용매

DMSO

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to rt
2. 2
   추출extracted with EtOAc (3×)
3. 3
   기타The organic layer was separated
4. 4
   건조dried (Na2SO4)
5. 5
   기타The crude residue was purified (FCC)

실험 절차

To a solution of 4-(3-hydroxy-benzyl)-piperazine-1-carboxylic acid tert-butyl ester (300 mg, 1.0 mmol) in DMSO (5.0 mL) were added Cs2CO3 (660 mg, 2.0 mmol) and 2-chloro-3-pyridinecarbonitrile (172 mg, 1.2 mmol). The mixture was heated at 60° C. for 90 min. The reaction mixture was cooled to rt, poured into water, and extracted with EtOAc (3×). The organic layer was separated and dried (Na2SO4). The crude residue was purified (FCC) to give 4-[3-(3-cyano-pyridin-2-yloxy)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester (229 mg, 56%).

출처