Reaktion #48374

Reaktionsgleichung

Carbonyldiimidazole

tert-butyl 4-[(2-amino-5-fluoropyridin-3-yl)amino]piperidine-1-carboxylate

→

title compound

Ausbeute 39.1%

tert-Butyl 4-(6-fluoro-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Ausbeute 39.1%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas consumed (approximately 2 h)
2. 2
   Sonstigethe solvent was evaporated in vacuo
3. 3
   workup.ADDITIONThe residue was diluted with water
4. 4
   Extraktionextracted with dichloromethane (3×)
5. 5
   Trocknendried over magnesium sulfate
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe crude product was purified by chromatography (silica gel, 1% to 10% methanol in methylene chloride gradient elution), which

Vorschrift

Carbonyldiimidazole (1.53 g, 9.41 mmol) was added to a solution of tert-butyl 4-[(2-amino-5-fluoropyridin-3-yl)amino]piperidine-1-carboxylate (0.73 g, 2.35 mmol) in acetonitrile (10 mL) at room temperature. The reaction was stirred until all the starting material was consumed (approximately 2 h) and then the solvent was evaporated in vacuo. The residue was diluted with water, extracted with dichloromethane (3×), dried over magnesium sulfate and then concentrated. The crude product was purified by chromatography (silica gel, 1% to 10% methanol in methylene chloride gradient elution), which gave the title compound (0.309 g). MS 337.2 (M+1)

Quelle