Reaktion #651693

Reaktionsgleichung

1,1-dimethylethyl 4-{[5′-(aminomethyl)-2′-fluoro-3-biphenylyl]methyl}-1-piperazinecarboxylate

3-(chloromethyl)benzoic acid

EDC

HOBt

Et3N

→

title compound

Ausbeute 49.0%

1,1-Dimethylethyl 4-({5′-[({[3-(chloromethyl)phenyl]carbonyl}amino) methyl]-2′-fluoro-3-biphenylyl}methyl)-1-piperazinecarboxylate

Ausbeute 49.0%

Lösungsmittel

p-dioxane DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas quenched with H2O (3 mL)
2. 2
   SonstigeThe organic layer was separated
3. 3
   Trocknendried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   Sonstigepurified by CombiFlash chromatograph

Vorschrift

To a solution of 1,1-dimethylethyl 4-{[5′-(aminomethyl)-2′-fluoro-3-biphenylyl]methyl}-1-piperazinecarboxylate (0.32 g, 0.80 mmol) in p-dioxane/DCM (4/4 mL) was added 3-(chloromethyl)benzoic acid (0.12 g, 0.88 mmol), EDC (0.23 g, 1.2 mmol), HOBt (0.011 g, 0.08 mmol), and Et3N (0.112 mL, 0.8 mmol). The mixture was stirred at room temperature for 50 min before was the reaction was quenched with H2O (3 mL). The organic layer was separated, dried over Na2SO4, filtered, concentrated and purified by CombiFlash chromatograph to afford the title compound 0.216 g (49%). LC-MS m/z 552 (M+H)+.

Quelle