4-Toluenesulfonyl chloride → HCID 57447100, compound

Participants

Reaction Steps

A modification of the method described in Part F of Example 53 was used to treat 6-(2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)hexanamide (1.20 g, 3.7 mmol) with mCPBA (2.47 g of 70-77% purity) followed by ammonium hydroxide (4 mL), and p-toluenesulfonyl chloride (0.70 g). After the amination reaction was stirred for one hour, a precipitate was present and was isolated by filtration and washed with chloroform and water. The precipitate was ground up and dried for three days at 70° C. and then overnight at 95° C. to provide 0.46 g of 6-(4-amino-2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)hexanamide as a white solid, mp 216.5-217.5° C.

Provenance & Evidence