4-Toluenesulfonyl chloride → HCID 57447035, compound

Participants

Reaction Steps

3-(2-Propyl-1H-imidazo[4,5-c]quinolin-1-yl)-N-propylpropanamide (3.5 g, 11 mmol) was treated with mCPBA (5.85 g, 32.4 mmol) followed by ammonium hydroxide (40 mL) and p-toluenesulfonyl chloride (2.76 g, 14.6 mmol) according to a modification of the method described in Part D of Example 8. When the reaction was complete, the organic layer was separated, washed with 10% aqueous sodium bicarbonate, and concentrated under reduced pressure. The crude product was purified as described in Part D of Example 8 to provide 1.026 g of 3-(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-N-propylpropanamide as beige needles, mp 157-158° C.

Provenance & Evidence