Sodium Iodide → Methyl 2-(4-(((3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propyl)(3-morpholinopropyl)amino)methyl)phenyl)acetate

Participants

Reaction Steps

The product from step (v) of example 29 (360 mg, 0.78 mmol) was dissolved in MeCN (10 mL) and 4-(3-chloropropyl)morpholine hydrochloride (187 mg, 0.94 mmol) added at rt. Anhydrous K2CO3 (323 mg, 2.34 mmol) and sodium iodide (117 mg, 0.78 mmol) were added. The mixture was refluxed for 15 h. After cooling to room temperature, the crude product was purified by RPHPLC and the resulting residue was triturated with diethyl ether:EtOAc (5:1) at 0° C. The suspension was filtered to afford the title compound as a pale yellow solid (31 mg).

Provenance & Evidence