4-Toluenesulfonyl chloride → HCID 57447036, compound

Participants

Reaction Steps

1-(3-Morpholin-4-yl-3-oxopropyl)-2-propyl-1H-imidazo[4,5-c]quinoline (5.2 g, 15 mmol) was treated with mCPBA (7.64 g, 44.3 mmol) followed by ammonium hydroxide (40 mL) and p-toluenesulfonyl chloride (3.79 g, 19.9 mmol) according to the method described in Part D of Example 8. The crude product was purified by column chromatography on silica gel (eluting with 95:5 dichloromethane:methanol) followed by recrystallization from methanol:dichloromethane to provide 0.358 g of 1-(3-morpholin-4-yl-3-oxopropyl)-2-propyl-1H-imidazo[4,5-c]quinolin-4-amine as yellow needles, mp 172-173° C.

Provenance & Evidence