Triethylamine → 4-[(3-Nitroquinolin-4-yl)amino]butan-1-ol

Participants

Reaction Steps

Triethylamine (11.8 g, 1.1 eq.) was added to a suspension of 4-chloro-3-nitroquinoline (20 g, 48 mmol. 1.0 eq.) in dichloromethane (200 mL). A solution of 4-aminobutan-1-ol (9.6 g, 1.1 eq.) in dichloromethane (50 mL) was added dropwise. The reaction mixture was stirred for 2 hours and then concentrated under reduced pressure. The residue was triturated with water. The resulting solid was isolated by filtration, air dried, and purified by chromatography (silica gel eluting sequentially with dichloromethane and 5/95 methanol/dichloromethane) to provide 24.2 g of 4-[(3-nitroquinolin-4-yl)amino]butan-1-ol.

Provenance & Evidence