Ammonia → 2-Methylquinolin-7-amine

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

The 7-bromoquinoline derivative (800 mg, 3.6 mmol, 1 eq), copper iodide (137 mg, 0.7 mmol, 20 mol %), L-proline (166 mg, 1.4 mmol, 40 mol %) and K2CO3 (1.5 g, 11 mmol, 3 eq) were dissolved in DMSO (20 mL). Aqueous ammonia 28% NH4OH (2 mL) was then introduced and the mixture was heated at 80° C. for 18 hours. After cooling to room temperature, dichloromethane was added followed by a saturated NH4Cl solution. The aqueous layer was extracted twice with dichloromethane, and the combined organic layers were washed again with a saturated NH4Cl solution. The product was purified by column chromatography (SiO2, Cyclohexane-AcOEt 1/3) and obtained as a white powder (511 mg, 90%).

Herkunft & Nachweise