反应详情

To a solution of (trans)-tert-butyl 3-fluoro-4-(quinolin-8-yloxy)piperidine-1-carboxylate (5.4 g, 15.6 mmol) in 100 mL DCM was added neat TFA (24.0 ml, 311.78 mmol). The reaction mixture was stirred at ambient temperature for 4 hours, after which it was concentrated. The resulting residue was dissolved in 40 mL DCM, and this solution was added dropwise by addition funnel to a flask containing vigorously stirring 60 mL 2 M HCl in ether in 500 mL ether, causing precipitation. The solids were isolated by filtration through a medium pore glass fritted funnel by forcing solvent through the frit with nitrogen pressure, rinsed with ether, and dried in vacuo to give 8-(trans-3-fluoropiperidin-4-yloxy)quinoline dihydrochloride (6.6 g, 21 mmol) as a solid which was used without further purification in the next step. LC/MS ESI (+) m/z 247 (M+H)− detected.

1. concentrationafter which it was concentrated
2. dissolutionThe resulting residue was dissolved in 40 mL DCM
3. additionthis solution was added dropwise by addition funnel to a flask
4. additioncontaining vigorously
5. stirringstirring 60 mL 2 M HCl in ether in 500 mL ether
6. customprecipitation
7. customThe solids were isolated by filtration through a medium pore glass fritted funnel
8. washrinsed with ether
9. customdried in vacuo