تفاعل #992739

معادلة التفاعل

rac-{1-[2-(7-fluoro-2-methoxy-quinolin-8-yl) -3-hydroxy-propyl]-piperidin-4-yl}-carbamic acid tert-butyl ester

→

amine

المردود 100.6%

rac-3-(4-amino-piperidin-1-yl)-2-(7-fluoro-2-methoxy-quinolin-8-yl)-propan-1-ol

المردود 100.6%

المذيبات

TFA

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed in vacuo
2. 2
   workup.ADDITIONthe residue was diluted in sat. NaHCO3 (20 mL)
3. 3
   استخلاصThe aq. layer was extracted 3 times with DCM-MeOH (9-1, 3×25 mL)
4. 4
   غسيلlayers were washed once with brine (20 mL)
5. 5
   تجفيفdried over Na2SO4
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated to dryness

الإجراء التجريبي

A solution of rac-{1-[2-(7-fluoro-2-methoxy-quinolin-8-yl) -3-hydroxy-propyl]-piperidin-4-yl}-carbamic acid tert-butyl ester (WO 2007/081597, 1.42 g, 3.28 mmol) in a mixture of TFA (15 mL) and DCM (9 mL) was stirred at rt for 20 min. The solvent was removed in vacuo and the residue was diluted in sat. NaHCO3 (20 mL). The pH was adjusted to 12 adding 6M NaOH. The aq. layer was extracted 3 times with DCM-MeOH (9-1, 3×25 mL). The combined org. layers were washed once with brine (20 mL), dried over Na2SO4, filtered and concentrated to dryness to afford the title amine as a yellowish gum (1.1 g, 100% yield).

المصدر